Oscar F. Casadiego‐Díaz, Ángel Rentería‐Gómez, Teresa Ramírez‐Apan, Rubén O. Torres‐Ochoa
An efficient total synthesis of the indole alkaloid nostodione A is achieved in seven steps with an overall yield of 38.6%, starting from 1,3‐cyclopentanedione and 1‐iodo‐2‐nitrobenzene. Construction of the novel 3,4‐dihydrocyclopenta[ b ]indole‐1,2‐dione tricyclic intermediate is critical to the proposed synthesis and facilitates rapid access to the natural product. The active methylene group of the tricyclic indole intermediate is harnessed to incorporate the benzylidene moiety through a Knoevenagel condensation. The robustness and scalability of the synthesis enable the preparation of a library of nostodione analogs by merely altering the aldehyde partner. Finally, although nostodione A is classified as an inactive antiproliferative molecule according to the sulforhodamine B assay, unique novel cytotoxic molecules can be easily prepared using the nostodione A framework as an innovative template.
{"title":"Total Synthesis of the Cyanobacterial Alkaloid Nostodione A","authors":"Oscar F. Casadiego‐Díaz, Ángel Rentería‐Gómez, Teresa Ramírez‐Apan, Rubén O. Torres‐Ochoa","doi":"10.1002/ejoc.202500787","DOIUrl":"https://doi.org/10.1002/ejoc.202500787","url":null,"abstract":"An efficient total synthesis of the indole alkaloid nostodione A is achieved in seven steps with an overall yield of 38.6%, starting from 1,3‐cyclopentanedione and 1‐iodo‐2‐nitrobenzene. Construction of the novel 3,4‐dihydrocyclopenta[ <jats:italic>b</jats:italic> ]indole‐1,2‐dione tricyclic intermediate is critical to the proposed synthesis and facilitates rapid access to the natural product. The active methylene group of the tricyclic indole intermediate is harnessed to incorporate the benzylidene moiety through a Knoevenagel condensation. The robustness and scalability of the synthesis enable the preparation of a library of nostodione analogs by merely altering the aldehyde partner. Finally, although nostodione A is classified as an inactive antiproliferative molecule according to the sulforhodamine B assay, unique novel cytotoxic molecules can be easily prepared using the nostodione A framework as an innovative template.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"198200 1","pages":""},"PeriodicalIF":2.8,"publicationDate":"2025-12-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145658184","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Heteroaryl‐2‐boronic acids are challenging substrates in the Suzuki–Miyaura cross‐coupling reaction. Here, we report the efficient cross‐coupling of heteroaryl‐2‐boronic acids enabled by using nitro‐substituted aryl halides as the coupling partner under palladium catalysis. The nitro group not only boosts the reactivity of the reaction but also serves as a versatile handle for further functionalization. This method features a broad scope, excellent functional group tolerance, as well as high yields with a low catalyst loading under mild reaction conditions. The utility of the methods is demonstrated by the derivatization of the product and the efficient synthesis of pharmaceutical drug dantrolene.
{"title":"Palladium‐Catalyzed Suzuki–Miyaura Cross‐Coupling of Heteroaryl‐2‐Boronic Acids with Nitroaryl Halides","authors":"Xiaoyuan Zhang, Changhui Wu, Enpeng Wang, Yang Jin, Junhao Xing, Weijun Yao, Xiaowei Dou","doi":"10.1002/ejoc.202500901","DOIUrl":"https://doi.org/10.1002/ejoc.202500901","url":null,"abstract":"Heteroaryl‐2‐boronic acids are challenging substrates in the Suzuki–Miyaura cross‐coupling reaction. Here, we report the efficient cross‐coupling of heteroaryl‐2‐boronic acids enabled by using nitro‐substituted aryl halides as the coupling partner under palladium catalysis. The nitro group not only boosts the reactivity of the reaction but also serves as a versatile handle for further functionalization. This method features a broad scope, excellent functional group tolerance, as well as high yields with a low catalyst loading under mild reaction conditions. The utility of the methods is demonstrated by the derivatization of the product and the efficient synthesis of pharmaceutical drug dantrolene.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"43 1","pages":""},"PeriodicalIF":2.8,"publicationDate":"2025-12-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145658023","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Sara Colombo, Emanuele Cartamina, Marta Papis, Davide Spanu, Leonardo Lo Presti, Giovanni Macetti, Giovanni Poli, Alessandro Contini, Gianluigi Broggini, Camilla Loro
A versatile electrochemical method for the intramolecular aminobromination of alkenes has been developed. The method provides access to five‐, six‐, and seven‐membered heterocycles by exploiting tetrabutylammonium bromide as an electrolyte and bromine source. The mild electrochemical generation of Br 2 plausibly allows the formation of a cyclic bromonium intermediate, as supported by density functional theory calculations.
{"title":"Electrochemical Intramolecular Aminobromination of Alkenes","authors":"Sara Colombo, Emanuele Cartamina, Marta Papis, Davide Spanu, Leonardo Lo Presti, Giovanni Macetti, Giovanni Poli, Alessandro Contini, Gianluigi Broggini, Camilla Loro","doi":"10.1002/ejoc.202500808","DOIUrl":"https://doi.org/10.1002/ejoc.202500808","url":null,"abstract":"A versatile electrochemical method for the intramolecular aminobromination of alkenes has been developed. The method provides access to five‐, six‐, and seven‐membered heterocycles by exploiting tetrabutylammonium bromide as an electrolyte and bromine source. The mild electrochemical generation of Br <jats:sub>2</jats:sub> plausibly allows the formation of a cyclic bromonium intermediate, as supported by density functional theory calculations.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"1 1","pages":""},"PeriodicalIF":2.8,"publicationDate":"2025-12-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145658022","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pavlína Dundálková, Markéta Rybáčková, Josef Cvačka, Jan Čejka, Jaroslav Kvíčala
With the aim to understand the role of the 2‐isopropoxybenzylidene ligand, we synthesized Hoveyda‐Grubbs 1 st and 2 nd generation precatalysts ( HG‐I and HG‐II ) analogs modified in the phenyl ring with 5‐octyloxy, 5‐(3,3,4,4,5,5,6,6,7,7,8,8,8‐tridecafluorooctyloxy), 5‐(2,2,3,3,4,4,5,5,6,6,7,7,7‐tridecafluoroheptyloxy) or 5‐(2,2,4,4,5,5,7,7,7‐nonafluoro‐3,6‐dioxaheptyloxy) ponytails and/or instead of isopropoxy group with longer decan‐2‐yloxy or 5,5,6,6,7,7,8,8,9,9,10,10,10‐tridecafluorodecan‐2‐yloxy groups. To improve the fluorophilicity of the precatalysts, we further modified selected precatalysts by two or four 3,3,4,4,5,5,6,6,7,7,8,8,8‐tridecafluorooctyl ponytails in the NHC ligand. All modified HG‐I analogs were more active than precatalyst HG‐I in the ring‐closing metathesis (RCM) of diethyl allyl(methallyl)malonate ( DEAMM , RCM3). On the other hand, only HG‐II complexes modified with fluorinated chain in the isopropoxy group surpassed commercial HG‐II precatalyst in the RCM3. In the most demanding RCM reaction of diethyl dimethallylmalonate ( DEDMM , RCM4), both precatalysts modified with sec ‐decyloxy group initiated more quickly than HG‐II , but seem to be less stable over long reaction times. Medium fluorous HG‐II analogs bearing two or three polyfluorinated chains in the alkoxybenzylidene ligand were successfully tested in repeated RCM3 using medium fluorous recycle. Release‐return mechanism, essential for medium fluorous recycle, was confirmed by partial exchange of the alkoxybenzylidene moieties in the recycled precatalysts using combinations of precatalysts and styrenes bearing different alkoxy groups.
{"title":"Hoveyda–Grubbs 1 st and 2 nd Generation Precatalysts Modified in the Alkoxybenzylidene Part With Long (Fluorous) Chains: Catalytic Activity and Stability","authors":"Pavlína Dundálková, Markéta Rybáčková, Josef Cvačka, Jan Čejka, Jaroslav Kvíčala","doi":"10.1002/ejoc.202500654","DOIUrl":"https://doi.org/10.1002/ejoc.202500654","url":null,"abstract":"With the aim to understand the role of the 2‐isopropoxybenzylidene ligand, we synthesized Hoveyda‐Grubbs 1 <jats:sup>st</jats:sup> and 2 <jats:sup>nd</jats:sup> generation precatalysts ( HG‐I and HG‐II ) analogs modified in the phenyl ring with 5‐octyloxy, 5‐(3,3,4,4,5,5,6,6,7,7,8,8,8‐tridecafluorooctyloxy), 5‐(2,2,3,3,4,4,5,5,6,6,7,7,7‐tridecafluoroheptyloxy) or 5‐(2,2,4,4,5,5,7,7,7‐nonafluoro‐3,6‐dioxaheptyloxy) ponytails and/or instead of isopropoxy group with longer decan‐2‐yloxy or 5,5,6,6,7,7,8,8,9,9,10,10,10‐tridecafluorodecan‐2‐yloxy groups. To improve the fluorophilicity of the precatalysts, we further modified selected precatalysts by two or four 3,3,4,4,5,5,6,6,7,7,8,8,8‐tridecafluorooctyl ponytails in the NHC ligand. All modified HG‐I analogs were more active than precatalyst HG‐I in the ring‐closing metathesis (RCM) of diethyl allyl(methallyl)malonate ( DEAMM , RCM3). On the other hand, only HG‐II complexes modified with fluorinated chain in the isopropoxy group surpassed commercial HG‐II precatalyst in the RCM3. In the most demanding RCM reaction of diethyl dimethallylmalonate ( DEDMM , RCM4), both precatalysts modified with <jats:italic>sec</jats:italic> ‐decyloxy group initiated more quickly than HG‐II , but seem to be less stable over long reaction times. Medium fluorous HG‐II analogs bearing two or three polyfluorinated chains in the alkoxybenzylidene ligand were successfully tested in repeated RCM3 using medium fluorous recycle. Release‐return mechanism, essential for medium fluorous recycle, was confirmed by partial exchange of the alkoxybenzylidene moieties in the recycled precatalysts using combinations of precatalysts and styrenes bearing different alkoxy groups.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"133 1","pages":""},"PeriodicalIF":2.8,"publicationDate":"2025-12-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145658019","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
A one‐pot access to alkyl‐bisphosphonates and alkyl‐bisphosphinates was developed using affordable starting materials (terminal alkynes and low‐cost photoinitiator), no metal catalyst, neither ligand, and no or little amounts of solvents. The radical reaction proceeded smoothly under UV exposure, the reaction conditions were optimized and the scope of the reaction was explored.
{"title":"Photoinduced Free‐Radical Preparation of Bis‐Phosphonates and Bis‐Phosphinates from Alkynes","authors":"Florian Vasco, Ilyana Gonzales, Béatrice Roy, Jean‐Pierre Uttaro, Suzanne Peyrottes","doi":"10.1002/ejoc.202501057","DOIUrl":"https://doi.org/10.1002/ejoc.202501057","url":null,"abstract":"A one‐pot access to alkyl‐bisphosphonates and alkyl‐bisphosphinates was developed using affordable starting materials (terminal alkynes and low‐cost photoinitiator), no metal catalyst, neither ligand, and no or little amounts of solvents. The radical reaction proceeded smoothly under UV exposure, the reaction conditions were optimized and the scope of the reaction was explored.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"30 1","pages":""},"PeriodicalIF":2.8,"publicationDate":"2025-12-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145658024","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
A photoinduced deprotection of tetrahydropyranyl (THP) ethers under mild and metal-free conditions is reported. The transformation proceeded well in good to excellent yields (up to 98%) in the presence of 0.1 mol% of BrCCl3. THP ethers of both aliphatic alcohols and phenols were deprotected efficiently with high selectivity. Other acid-sensitive protecting groups (AcO, NHBoc, and ketal) were well tolerated. This convenient methodology has also been successfully extended to typical natural product scaffolds, including amino acid derivative, sugar, and cholesterol derivatives.
{"title":"Photoinduced Deprotection of Tetrahydropyranyl Ethers with High Selectivity and Ultrahigh Efficiency","authors":"Xin Yang, Xianhui Sun, Pinzhu Qin, Yongna Lu, Xiamin Cheng","doi":"10.1002/ejoc.202501089","DOIUrl":"https://doi.org/10.1002/ejoc.202501089","url":null,"abstract":"A photoinduced deprotection of tetrahydropyranyl (THP) ethers under mild and metal-free conditions is reported. The transformation proceeded well in good to excellent yields (up to 98%) in the presence of 0.1 mol% of BrCCl<sub>3</sub>. THP ethers of both aliphatic alcohols and phenols were deprotected efficiently with high selectivity. Other acid-sensitive protecting groups (AcO, NHBoc, and ketal) were well tolerated. This convenient methodology has also been successfully extended to typical natural product scaffolds, including amino acid derivative, sugar, and cholesterol derivatives.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"436 1","pages":""},"PeriodicalIF":2.8,"publicationDate":"2025-12-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145651649","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Since cleaving C–C bonds for carboxylation with CO 2 is far more challenging because of their inherent and less favorable orbital directionality for interacting with transition metals, a photocatalytic approach for the deconstructive carboxylation of alkenes with CO 2 , is a remarkable methodology for producing carboxylic acids. Density functional theory (DFT) calculations have been carried out to study visible‐light‐driven photocatalytic deconstructive carboxylation of alkenes with CO 2 , which is reported by the Meng's group. The calculation results also confirm the experimental observation that under photoredox catalysis, α ‐amino radicals can be captured by C=C bonds to form hydroaminoalkylation products.
{"title":"Density Functional Theory Study on Visible‐Light‐Driven Photocatalytic Carboxylation of Alkenes with CO 2","authors":"Huawei Ju, Hao Li, Yaqi Zhuang, Yang Li","doi":"10.1002/ejoc.202500959","DOIUrl":"https://doi.org/10.1002/ejoc.202500959","url":null,"abstract":"Since cleaving C–C bonds for carboxylation with CO <jats:sub>2</jats:sub> is far more challenging because of their inherent and less favorable orbital directionality for interacting with transition metals, a photocatalytic approach for the deconstructive carboxylation of alkenes with CO <jats:sub>2</jats:sub> , is a remarkable methodology for producing carboxylic acids. Density functional theory (DFT) calculations have been carried out to study visible‐light‐driven photocatalytic deconstructive carboxylation of alkenes with CO <jats:sub>2</jats:sub> , which is reported by the Meng's group. The calculation results also confirm the experimental observation that under photoredox catalysis, <jats:italic>α</jats:italic> ‐amino radicals can be captured by C=C bonds to form hydroaminoalkylation products.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"125 1","pages":""},"PeriodicalIF":2.8,"publicationDate":"2025-11-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145619416","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Vu H. Luu , Khoa H. D. Nguyen , Kien Q. Truong , Han B. Tran , Hoang V. M. Trinh , Thuy T. Ca , Tung T. Nguyen
A method is reported which allows for a three‐component cyclization of sulfoxonium ylides, aryl isothiocyanates, and amines to yield 2‐iminothiazolines. The method overcomes the limitation from the scope‐of‐substrate perspective. Success relies on the use of nickel(II) bromide, presumably acting as a Lewis acid catalyst. Investigation of substrate scopes reveals the compatibility of an array of useful functionalities.
{"title":"Nickel(II) Bromide Catalyzed Multicomponent Cyclization to Access 4‐Substituted 2‐Iminothiazolines","authors":"Vu H. Luu , Khoa H. D. Nguyen , Kien Q. Truong , Han B. Tran , Hoang V. M. Trinh , Thuy T. Ca , Tung T. Nguyen","doi":"10.1002/ejoc.202500830","DOIUrl":"10.1002/ejoc.202500830","url":null,"abstract":"<div><div>A method is reported which allows for a three‐component cyclization of sulfoxonium ylides, aryl isothiocyanates, and amines to yield 2‐iminothiazolines. The method overcomes the limitation from the scope‐of‐substrate perspective. Success relies on the use of nickel(II) bromide, presumably acting as a Lewis acid catalyst. Investigation of substrate scopes reveals the compatibility of an array of useful functionalities.</div></div>","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"28 44","pages":"Article e202500830"},"PeriodicalIF":2.7,"publicationDate":"2025-11-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145194971","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Amit Bijlwan , Priyanka Das , Prachi Bhatia , Vikas D. Ghule , Dheeraj Kumar
Herein, to fine‐tune the energetic properties of 2,4,6‐trinitrobenzene‐1,3‐diamine/diol, these are combined with tetrazole via a methylene bridge. This strategy unlocks the tunability of polynitroarenes performances via salt formation, which is restricted in directly CN connected polynitroarenes and azole derivatives. The amino/hydroxy functionalities between the nitro groups on the benzene ring provide extensive inter‐ and intramolecular hydrogen bonding interactions, contributing to improved stability, whereas the tetrazole ring increases the nitrogen percentage and energetic performance. Due to the presence of one and three labile protons in the amino derivative (compounds 4) and hydroxy derivative (compounds 5), respectively, a series of mono‐ and tricationic salts are prepared to further fine‐tune the overall performances. Among all the synthesized compounds, the tricationic energetic salt 10 (Dv = 8135 m s−1, IS > 40 J) exhibits energetic performance comparable to TATB and is insensitive. All the compounds are characterized through infrared spectroscopy, Nuclear Magnetic Resonance (NMR) spectroscopy, differential scanning calorimetry, elemental analysis, and high‐resolution mass spectra studies. The relationship between structure and properties is further explored using Hirshfeld surface, noncovalent interaction, Localized Orbital Locator (LOL)‐π, and electrostatic potential analysis.
{"title":"A Family of Methylene‐Bridged Fully Functionalized Polynitroarenes and Tetrazole‐Based Energetic Materials","authors":"Amit Bijlwan , Priyanka Das , Prachi Bhatia , Vikas D. Ghule , Dheeraj Kumar","doi":"10.1002/ejoc.202500823","DOIUrl":"10.1002/ejoc.202500823","url":null,"abstract":"<div><div>Herein, to fine‐tune the energetic properties of 2,4,6‐trinitrobenzene‐1,3‐diamine/diol, these are combined with tetrazole via a methylene bridge. This strategy unlocks the tunability of polynitroarenes performances via salt formation, which is restricted in directly CN connected polynitroarenes and azole derivatives. The amino/hydroxy functionalities between the nitro groups on the benzene ring provide extensive inter‐ and intramolecular hydrogen bonding interactions, contributing to improved stability, whereas the tetrazole ring increases the nitrogen percentage and energetic performance. Due to the presence of one and three labile protons in the amino derivative (compounds <strong>4</strong>) and hydroxy derivative (compounds <strong>5</strong>), respectively, a series of mono‐ and tricationic salts are prepared to further fine‐tune the overall performances. Among all the synthesized compounds, the tricationic energetic salt <strong>10</strong> (D<sub>v</sub> = 8135 m s<sup>−1</sup>, IS > 40 J) exhibits energetic performance comparable to TATB and is insensitive. All the compounds are characterized through infrared spectroscopy, Nuclear Magnetic Resonance (NMR) spectroscopy, differential scanning calorimetry, elemental analysis, and high‐resolution mass spectra studies. The relationship between structure and properties is further explored using Hirshfeld surface, noncovalent interaction, Localized Orbital Locator (LOL)‐π, and electrostatic potential analysis.</div></div>","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"28 44","pages":"Article e202500823"},"PeriodicalIF":2.7,"publicationDate":"2025-11-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145215988","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
A Ni(OAc)2 catalyzed N‐formylation of primary sulfonamides using gaseous carbon dioxide is reported. A range of aromatic, heteroaromatic, and aliphatic sulfonamides are formylated under ambient pressure of carbon dioxide in a closed system. This redox‐neutral method represents a mechanistically novel and operationally convenient method for employing carbon dioxide as a formyl equivalent.
{"title":"Ni(OAc)2 Catalyzed N‐Formylation of Primary Sulfonamides Using Carbon Dioxide at Ambient Pressure","authors":"David Izuchukwu Ugwu , Ganesh Chandra Upreti , Ashish Garg , Anand Singh","doi":"10.1002/ejoc.202500369","DOIUrl":"10.1002/ejoc.202500369","url":null,"abstract":"<div><div>A Ni(OAc)<sub>2</sub> catalyzed <em>N</em>‐formylation of primary sulfonamides using gaseous carbon dioxide is reported. A range of aromatic, heteroaromatic, and aliphatic sulfonamides are formylated under ambient pressure of carbon dioxide in a closed system. This redox‐neutral method represents a mechanistically novel and operationally convenient method for employing carbon dioxide as a formyl equivalent.</div></div>","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"28 44","pages":"Article e202500369"},"PeriodicalIF":2.7,"publicationDate":"2025-11-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144296199","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"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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