Chao‐Peng Zhang , Tian‐Zhang Wang , Zhong‐Jiang Yang , Yu‐Feng Liang
Herein we reported a manganese promoted reductive cross‐coupling approach to construct P−S bond. This is a practical method for the synthesis of mono‐thiophosphanes, bis‐thiophosphanes and tri‐thiophosphanes under mild conditions. The strategy featured a wide range of substrate scope including various disulfides and phosphine chlorides, constructing diverse sulfur‐containing organophosphorus compounds from inodorous and readily available starting materials. The employment of reductive conditions avoided the generation of phosphorothioates (PV) by‐products. Ultimately, gram‐scale synthesis and applications were explored. Extensive experiments indicated that the phosphine radical cascade process was involved in the catalytic cycle.
{"title":"Manganese Promoted Reductive Cross‐Coupling of Phosphine Chlorides with Disulfides for the Synthesis of Thiophosphanes","authors":"Chao‐Peng Zhang , Tian‐Zhang Wang , Zhong‐Jiang Yang , Yu‐Feng Liang","doi":"10.1002/adsc.202401395","DOIUrl":"10.1002/adsc.202401395","url":null,"abstract":"<div><div>Herein we reported a manganese promoted reductive cross‐coupling approach to construct P−S bond. This is a practical method for the synthesis of mono‐thiophosphanes, bis‐thiophosphanes and tri‐thiophosphanes under mild conditions. The strategy featured a wide range of substrate scope including various disulfides and phosphine chlorides, constructing diverse sulfur‐containing organophosphorus compounds from inodorous and readily available starting materials. The employment of reductive conditions avoided the generation of phosphorothioates (P<sup>V</sup>) by‐products. Ultimately, gram‐scale synthesis and applications were explored. Extensive experiments indicated that the phosphine radical cascade process was involved in the catalytic cycle.</div></div>","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"367 7","pages":"Article e202401395"},"PeriodicalIF":4.4,"publicationDate":"2025-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142776926","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Herein, we report a multicomponent reaction for the efficient synthesis of polysubstituted 2H‐imidazoles from readily available 1,2‐diketones, ketones, and ammonium acetate under transition‐metal‐free conditions. Both nitrogen atoms in the resulting 2H‐imidazole products are derived from the cost‐effective inorganic ammonium acetate. This protocol achieves the cleavage of three C–O bonds and the formation of four C–N bonds in a single operation. The advantages of this protocol include low cost, broad substrate scope, good functional group tolerance, and high atom‐ and step‐economy.
{"title":"One‐pot Synthesis of 2H‐imidazoles from 1,2‐Diketones, Ketones, and Ammonium Acetate","authors":"Bin Tan, Hanming Yang, Feng Zhao","doi":"10.1002/adsc.202500094","DOIUrl":"https://doi.org/10.1002/adsc.202500094","url":null,"abstract":"Herein, we report a multicomponent reaction for the efficient synthesis of polysubstituted 2H‐imidazoles from readily available 1,2‐diketones, ketones, and ammonium acetate under transition‐metal‐free conditions. Both nitrogen atoms in the resulting 2H‐imidazole products are derived from the cost‐effective inorganic ammonium acetate. This protocol achieves the cleavage of three C–O bonds and the formation of four C–N bonds in a single operation. The advantages of this protocol include low cost, broad substrate scope, good functional group tolerance, and high atom‐ and step‐economy.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"1 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2025-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143745094","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Ferenc Minya , Ádám Mészáros , Eszter Csizmadia , Dávid Suskó , Mounir Raji , Gellért Sipos
Deuterium‐labeled compounds play a pivotal role in physical organic chemistry, life sciences, and materials science. This has resulted in a surge of interest in deuterium‐labeled active pharmaceutical ingredients in recent years. In this study, we present a continuous flow Raney nickel‐catalyzed hydrogen isotope exchange process that boasts compatibility with a wide spectrum of nitrogen‐containing heterocycles and pharmaceutical compounds. The broad applicability of the developed method was demonstrated through successful labeling of various purine bases, imidazoles, pyridines, and active pharmaceutical ingredients, including complex structures like abacavir and remdesivir. Control experiments revealed Raney nickel‘s crucial role in the exchange process, showcasing the superiority of the continuous flow approach over batch reactions. Furthermore, a scaled‐up experiment demonstrated the robustness of the catalyst.
{"title":"Raney Nickel‐Catalyzed Deuterium Labeling of Nitrogen Containing Heterocycles and Pharmaceuticals under Continuous Flow Conditions","authors":"Ferenc Minya , Ádám Mészáros , Eszter Csizmadia , Dávid Suskó , Mounir Raji , Gellért Sipos","doi":"10.1002/adsc.202400168","DOIUrl":"10.1002/adsc.202400168","url":null,"abstract":"<div><div>Deuterium‐labeled compounds play a pivotal role in physical organic chemistry, life sciences, and materials science. This has resulted in a surge of interest in deuterium‐labeled active pharmaceutical ingredients in recent years. In this study, we present a continuous flow Raney nickel‐catalyzed hydrogen isotope exchange process that boasts compatibility with a wide spectrum of nitrogen‐containing heterocycles and pharmaceutical compounds. The broad applicability of the developed method was demonstrated through successful labeling of various purine bases, imidazoles, pyridines, and active pharmaceutical ingredients, including complex structures like abacavir and remdesivir. Control experiments revealed Raney nickel‘s crucial role in the exchange process, showcasing the superiority of the continuous flow approach over batch reactions. Furthermore, a scaled‐up experiment demonstrated the robustness of the catalyst.</div></div>","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"367 7","pages":"Article e202400168"},"PeriodicalIF":4.4,"publicationDate":"2025-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140942857","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Xixi Hu , Ruizhi Sun , Yu Tian , Xinyue Xu , Yijia Zhu , Hui Liu , Dong Liu , Lizhi Zhang
Here, we present an innovative approach to achieve Minisci‐type alkylation of cyclic N‐ketimines, enabling access to a diverse range of valuable alkylated sulfonyl ketimines via iron hydride hydrogen atom transfer. More than 35 examples are shown with a wide range of substrates. Additionally, this system is easy to operate and can be efficiently scaled up. Mechanistic investigations revealed that the alkyl radical process involved and the air acts as the sole oxidant in this system.
{"title":"Iron Catalyzed Radical Alkylation of Cyclic Ketimines with Olefins via Metal Hydride Atom Transfer","authors":"Xixi Hu , Ruizhi Sun , Yu Tian , Xinyue Xu , Yijia Zhu , Hui Liu , Dong Liu , Lizhi Zhang","doi":"10.1002/adsc.202401430","DOIUrl":"10.1002/adsc.202401430","url":null,"abstract":"<div><div>Here, we present an innovative approach to achieve Minisci‐type alkylation of cyclic <em>N</em>‐ketimines, enabling access to a diverse range of valuable alkylated sulfonyl ketimines via iron hydride hydrogen atom transfer. More than 35 examples are shown with a wide range of substrates. Additionally, this system is easy to operate and can be efficiently scaled up. Mechanistic investigations revealed that the alkyl radical process involved and the air acts as the sole oxidant in this system.</div></div>","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"367 7","pages":"Article e202401430"},"PeriodicalIF":4.4,"publicationDate":"2025-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142874258","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Over the past two decades, iodine‐mediated free radical reactions have been extensively explored and employed in chemical transformations that complement traditional ionic reactions. In this review, we have updated the progress of the iodine‐mediated radical reactions in organic synthesis reported between 2015 and mid‐2024, and organized the reactions according to their mechanistic pathways. In general, the proposed mechanisms can be divided into four categories based on the radical initiation or its preceding steps, namely, (1) formation of a covalent X−I (X=C, N, S, Se) bond, which subsequently participates in a radical reaction; (2) formation of a noncovalent N⋅⋅⋅I bond, which assists the homolysis of the I−I bond; (3) formation of the key iodine radicals by visible‐light or heat induced homolysis of I2 or by electrochemical oxidation of iodide; (4) iodine induced peroxide decomposition via single electron transfer (SET) mechanism to generate alkoxy or alkyl peroxy radicals. We hope this review will provide readers with a comprehensive update on the iodine‐mediated radical reactions, thereby further inspiring more exciting advances in this emerging field.
{"title":"Recent Advances in Iodine‐Mediated Radical Reactions","authors":"Wen Yang , Jian Guo , Samual Hee , Yu Chen","doi":"10.1002/adsc.202401486","DOIUrl":"10.1002/adsc.202401486","url":null,"abstract":"<div><div>Over the past two decades, iodine‐mediated free radical reactions have been extensively explored and employed in chemical transformations that complement traditional ionic reactions. In this review, we have updated the progress of the iodine‐mediated radical reactions in organic synthesis reported between 2015 and mid‐2024, and organized the reactions according to their mechanistic pathways. In general, the proposed mechanisms can be divided into four categories based on the radical initiation or its preceding steps, namely, (1) formation of a covalent X−I (X=C, N, S, Se) bond, which subsequently participates in a radical reaction; (2) formation of a noncovalent N⋅⋅⋅I bond, which assists the homolysis of the I−I bond; (3) formation of the key iodine radicals by visible‐light or heat induced homolysis of I<sub>2</sub> or by electrochemical oxidation of iodide; (4) iodine induced peroxide decomposition <em>via</em> single electron transfer (SET) mechanism to generate alkoxy or alkyl peroxy radicals. We hope this review will provide readers with a comprehensive update on the iodine‐mediated radical reactions, thereby further inspiring more exciting advances in this emerging field.</div></div>","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"367 7","pages":"Article e202401486"},"PeriodicalIF":4.4,"publicationDate":"2025-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143393098","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Yueyue Ma, Caixia Liu, Dali Yang, Yi Shen, Xin Wang, Ziqi Fang, Wenhui Huang, Ruihua Cheng, Jinxing Ye
Transition metal catalyzed [2+2+2] cycloaddition reactions between three alkynes, a diyne and an alkyne, or a triyne offer a straightforward and typical protocol toward all kinds of polysubstituted benzens. Herein, the synthesis of polysubstituted aromatics through electrochemical nickel catalyzed cyclotrimerization of alkynes is developed. The regio‐divergent cyclotrimerization of terminal alkynes was achieved by judicious choice of ligands. And tributylphosphine, sterically hindered bipyridine or β‐diketone ligands delivered 1,2,4‐ and 1,3,5‐substituted aromatics with high regioselectivities respectively. Besides, the semi‐intermolecular [2+2+2] cycloaddition between diynes and alkynes are also amenable under this catalytic system. This approach operates without metal reductant, exhibits wide functional groups tolerance, ease of scalability and furnishes 75 examples with moderate to good yields, including some biorelevant compounds. Mechanistic experiments and DFT calculation revealed the catalytic pathways of 1,3,5‐ and 1,2,4‐cyclotrimerizations, and the origin of the ligand controlled regioselectivity.
{"title":"Ligand controlled regio‐divergent [2+2+2] cyclotrimerization of alkynes by merging electrochemistry and nickel catalysis","authors":"Yueyue Ma, Caixia Liu, Dali Yang, Yi Shen, Xin Wang, Ziqi Fang, Wenhui Huang, Ruihua Cheng, Jinxing Ye","doi":"10.1002/adsc.202500121","DOIUrl":"https://doi.org/10.1002/adsc.202500121","url":null,"abstract":"Transition metal catalyzed [2+2+2] cycloaddition reactions between three alkynes, a diyne and an alkyne, or a triyne offer a straightforward and typical protocol toward all kinds of polysubstituted benzens. Herein, the synthesis of polysubstituted aromatics through electrochemical nickel catalyzed cyclotrimerization of alkynes is developed. The regio‐divergent cyclotrimerization of terminal alkynes was achieved by judicious choice of ligands. And tributylphosphine, sterically hindered bipyridine or β‐diketone ligands delivered 1,2,4‐ and 1,3,5‐substituted aromatics with high regioselectivities respectively. Besides, the semi‐intermolecular [2+2+2] cycloaddition between diynes and alkynes are also amenable under this catalytic system. This approach operates without metal reductant, exhibits wide functional groups tolerance, ease of scalability and furnishes 75 examples with moderate to good yields, including some biorelevant compounds. Mechanistic experiments and DFT calculation revealed the catalytic pathways of 1,3,5‐ and 1,2,4‐cyclotrimerizations, and the origin of the ligand controlled regioselectivity.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"56 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2025-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143745093","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Lin Fan , Jiashan Li , Xinlong Yan , Zongwei Li , Yang Wang , Le Pan , Guodu Liu
Asymmetric alkylation is one of the most important methods for synthesis of chiral unnatural α‐substituted α‐amino acids. Herein, we reported the asymmetric alkylation catalyzed by Cu/(4S,2R)‐tBu‐Phosferrox catalyst. This catalyst exhibits the highest catalytic performance in the asymmetric alkylation at catalyst loading as low as 1.0 mol %, giving the desired products with up to 95% yield and >99% ee, which is the best result to date. Furthermore, this method was successfully applied to the scalable practical synthesis of unnatural amino acid 4,5‐OH‐Leu, which could be directly used in the total syntheses of phalloidin, phallacidin, other four phallotoxins and six virotoxins.
{"title":"Efficient Cu‐Catalyzed Asymmetric Alkylation and Application in the Total Synthesis of Phallotoxins and Virotoxins","authors":"Lin Fan , Jiashan Li , Xinlong Yan , Zongwei Li , Yang Wang , Le Pan , Guodu Liu","doi":"10.1002/adsc.202401338","DOIUrl":"10.1002/adsc.202401338","url":null,"abstract":"<div><div>Asymmetric alkylation is one of the most important methods for synthesis of chiral unnatural α‐substituted α‐amino acids. Herein, we reported the asymmetric alkylation catalyzed by Cu/(<em>4S</em>,<em>2R</em>)‐<sup><em>t</em></sup>Bu‐Phosferrox catalyst. This catalyst exhibits the highest catalytic performance in the asymmetric alkylation at catalyst loading as low as 1.0 mol %, giving the desired products with up to 95% yield and >99% ee, which is the best result to date. Furthermore, this method was successfully applied to the scalable practical synthesis of unnatural amino acid 4,5‐OH‐Leu, which could be directly used in the total syntheses of phalloidin, phallacidin, other four phallotoxins and six virotoxins.</div></div>","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"367 7","pages":"Article e202401338"},"PeriodicalIF":4.4,"publicationDate":"2025-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142887146","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Transition‐metal‐catalyzed α‐arylations of carbonyl compounds have shown to be a useful strategy for the late‐stage synthesis of α‐arylesters. However, the use of strong basic conditions and difficult handling necessary for the in‐situ preparation of enolates is a major disadvantage. On the other hand, using Reformatsky zinc‐enolates can overcome these challenges. Moreover, mechanochemical in‐situ activation of zinc is even more beneficial. Herein, we report mechanochemical Pd‐catalyzed cross‐coupling between in‐situ generated Reformatsky Zn‐enolates and aryl halides. This operationally simple procedure affords α‐arylated esters or amides using an affordable catalytic system. Reactions were carried under air and ambient conditions using granulated zinc without the need for its pre‐activation. Less reactive and commercially more affordable aryl bromides afforded the desired products in good to excellent yields in comparison to aryl iodides. The optimized conditions were applied in scale‐up reaction and in the synthesis of α‐arylated esters, amides, and derivatives of natural products.
{"title":"Mechanochemical Pd‐Catalyzed Cross‐Coupling of In‐Situ Generated Reformatsky Zn‐Enolates","authors":"Tomáš Čarný , Dominika Mravcová , Barbora Steinhüblová , Radovan Šebesta","doi":"10.1002/adsc.202401403","DOIUrl":"10.1002/adsc.202401403","url":null,"abstract":"<div><div>Transition‐metal‐catalyzed α‐arylations of carbonyl compounds have shown to be a useful strategy for the late‐stage synthesis of α‐arylesters. However, the use of strong basic conditions and difficult handling necessary for the <em>in‐situ</em> preparation of enolates is a major disadvantage. On the other hand, using Reformatsky zinc‐enolates can overcome these challenges. Moreover, mechanochemical <em>in‐situ</em> activation of zinc is even more beneficial. Herein, we report mechanochemical Pd‐catalyzed cross‐coupling between <em>in‐situ</em> generated Reformatsky Zn‐enolates and aryl halides. This operationally simple procedure affords α‐arylated esters or amides using an affordable catalytic system. Reactions were carried under air and ambient conditions using granulated zinc without the need for its pre‐activation. Less reactive and commercially more affordable aryl bromides afforded the desired products in good to excellent yields in comparison to aryl iodides. The optimized conditions were applied in scale‐up reaction and in the synthesis of α‐arylated esters, amides, and derivatives of natural products.</div></div>","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"367 7","pages":"Article e202401403"},"PeriodicalIF":4.4,"publicationDate":"2025-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142935567","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Huishu Lin , Rongxiuyuan Huang , Xu Wang , Jinping Fu , Yuyuan Liu , Yi Yi , Yingming Pan
An I2/cumene hydroperoxide (CHP)‐mediated tandem cyclization of 2‐aminoaryl ketone oximes with isocyanides has been developed. Various 2‐aminoquinazolines were obtained in 49–96% yields under transition‐metal‐free conditions, and the resulting 4‐phenylquinazolin‐2‐amines show typical fluorescent emission properties. The key to the success of this strategy involves the formation of iminyl radical via the N−O bond cleavage of hydroxy oxime.
{"title":"Synthesis of 2‐Aminoquinazolines through I2‐Catalyzed Cyclization of 2‐Aminoaryl Ketone Oximes and Isocyanides","authors":"Huishu Lin , Rongxiuyuan Huang , Xu Wang , Jinping Fu , Yuyuan Liu , Yi Yi , Yingming Pan","doi":"10.1002/adsc.202401463","DOIUrl":"10.1002/adsc.202401463","url":null,"abstract":"<div><div>An I<sub>2</sub>/cumene hydroperoxide (CHP)‐mediated tandem cyclization of 2‐aminoaryl ketone oximes with isocyanides has been developed. Various 2‐aminoquinazolines were obtained in 49–96% yields under transition‐metal‐free conditions, and the resulting 4‐phenylquinazolin‐2‐amines show typical fluorescent emission properties. The key to the success of this strategy involves the formation of iminyl radical via the N−O bond cleavage of hydroxy oxime.</div></div>","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"367 7","pages":"Article e202401463"},"PeriodicalIF":4.4,"publicationDate":"2025-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142935626","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
A photoinduced energy transfer strategy has been developed for the direct 1,2‐thiocyanato‐imination of alkenes using N‐SCN reagents. The methodology facilitates the synthesis of β‐aminothiocyanates through N‐S bond cleavage, with over 30 examples exhibiting yields up to 88%. Mechanistic studies reveal a radical pathway involving the generation of thiocyanate and iminyl radical species. The resulting β‐aminothiocyanate serves as valuable building blocks for diverse transformations, particularly in the construction of SCN‐containing bioactive molecules with potential pharmaceutical applications.
{"title":"Photocatalytic Selective 1,2‐Thiocyanato‐Imination of Alkenes","authors":"Yu-Shi Jiang, Shan-Shan Li, Yu Lv, Di-Jing Luo, Lu-Lu Qin, Peng-Ju Xia","doi":"10.1002/adsc.202500277","DOIUrl":"https://doi.org/10.1002/adsc.202500277","url":null,"abstract":"A photoinduced energy transfer strategy has been developed for the direct 1,2‐thiocyanato‐imination of alkenes using N‐SCN reagents. The methodology facilitates the synthesis of β‐aminothiocyanates through N‐S bond cleavage, with over 30 examples exhibiting yields up to 88%. Mechanistic studies reveal a radical pathway involving the generation of thiocyanate and iminyl radical species. The resulting β‐aminothiocyanate serves as valuable building blocks for diverse transformations, particularly in the construction of SCN‐containing bioactive molecules with potential pharmaceutical applications.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"3 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2025-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143745124","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
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