{"title":"Recent Developments in Zinc-Mediated Coupling Reactions (now title revised as “The Recent Applications of Zinc and its compounds in coupling reactions”","authors":"Anilkumar Gopinathan, Pulluparambil Xavier Thresia Rinu, Salim Saranya","doi":"10.24820/ark.5550190.p012.122","DOIUrl":"https://doi.org/10.24820/ark.5550190.p012.122","url":null,"abstract":"","PeriodicalId":8432,"journal":{"name":"Arkivoc","volume":null,"pages":null},"PeriodicalIF":0.9,"publicationDate":"2024-02-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139957624","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2024-02-22DOI: 10.24820/ark.5550190.p012.054
Yunrong Chen, Danwei Zhao, Yuanzhen Ke
A method of Mn-catalyzed alkene diazidation has been developed, using peroxide as the oxidant under mild conditions. Furthermore, azidooxygenation products were afforded by addition of TEMPO to alkenes. The reactions are general and not sensitive to oxygen and moisture, whereas, the experimental procedure is simple. The products are formed in high yields. The catalyst loading can be reduced to 1 mol%, providing good yield of the desired product. A radical addition and combination pathway could possibly be involved in these transformations.
在温和的条件下，使用过氧化物作为氧化剂，开发出了一种锰催化烯重氮化方法。此外，在烯烃中加入 TEMPO 还能得到叠氮氧化产物。这些反应很普遍，对氧气和水分不敏感，而且实验过程简单。生成的产物收率高。催化剂的负载量可减少到 1 摩尔%，从而提供了所需产物的高产率。这些转化可能涉及到自由基加成和组合途径。
{"title":"Mn-catalyzed diazidation and azidooxygenation of alkenes","authors":"Yunrong Chen, Danwei Zhao, Yuanzhen Ke","doi":"10.24820/ark.5550190.p012.054","DOIUrl":"https://doi.org/10.24820/ark.5550190.p012.054","url":null,"abstract":"A method of Mn-catalyzed alkene diazidation has been developed, using peroxide as the oxidant under mild conditions. Furthermore, azidooxygenation products were afforded by addition of TEMPO to alkenes. The reactions are general and not sensitive to oxygen and moisture, whereas, the experimental procedure is simple. The products are formed in high yields. The catalyst loading can be reduced to 1 mol%, providing good yield of the desired product. A radical addition and combination pathway could possibly be involved in these transformations.","PeriodicalId":8432,"journal":{"name":"Arkivoc","volume":null,"pages":null},"PeriodicalIF":0.9,"publicationDate":"2024-02-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139957767","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2024-02-22DOI: 10.24820/ark.5550190.p012.111
Luis D Miranda, Alejandro Martínez-Zaldívar, Gustavo G Flores-Bernal, Diego Alemán-Ponce de León
A protocol was developed for reductive radical conjugate addition of 2-pyridyl radicals to Ugi-derived dehydroalanines (DHA). The conjugate addition of pyridyl radicals under reductive conditions allowed the formation of a C sp 2 -C sp 3 bond, yielding β - heteroaryl α -amino amides in good yields as important precursors of unnatural amino acid derivatives. Pyridine halides were activated as radical precursors by using Ir-photocatalysis and the Hantzsch ester as a reductant. The two-step synthetic strategy proposed in this work gave access to a series of highly functionalized non-natural β - heteroaryl α -amino acid derivatives.
{"title":"Photoredox catalyzed radical conjugate addition to Ugi-derived dehydroalanines toward the synthesis of ?-heteroaryl ?-amino acids","authors":"Luis D Miranda, Alejandro Martínez-Zaldívar, Gustavo G Flores-Bernal, Diego Alemán-Ponce de León","doi":"10.24820/ark.5550190.p012.111","DOIUrl":"https://doi.org/10.24820/ark.5550190.p012.111","url":null,"abstract":"A protocol was developed for reductive radical conjugate addition of 2-pyridyl radicals to Ugi-derived dehydroalanines (DHA). The conjugate addition of pyridyl radicals under reductive conditions allowed the formation of a C sp 2 -C sp 3 bond, yielding β - heteroaryl α -amino amides in good yields as important precursors of unnatural amino acid derivatives. Pyridine halides were activated as radical precursors by using Ir-photocatalysis and the Hantzsch ester as a reductant. The two-step synthetic strategy proposed in this work gave access to a series of highly functionalized non-natural β - heteroaryl α -amino acid derivatives.","PeriodicalId":8432,"journal":{"name":"Arkivoc","volume":null,"pages":null},"PeriodicalIF":0.9,"publicationDate":"2024-02-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139957989","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2024-02-22DOI: 10.24820/ark.5550190.p012.083
Parasuraman Selvam, Carlos E. Hernandez-Tamargo, T.Rama Mohan
{"title":"Modelling of Borrowing Hydrogen Amination Reactions of Alcohols and Amines in NaOH and KOH over Metal-free Mesoporous Nitrogenous Carbon Catalyst","authors":"Parasuraman Selvam, Carlos E. Hernandez-Tamargo, T.Rama Mohan","doi":"10.24820/ark.5550190.p012.083","DOIUrl":"https://doi.org/10.24820/ark.5550190.p012.083","url":null,"abstract":"","PeriodicalId":8432,"journal":{"name":"Arkivoc","volume":null,"pages":null},"PeriodicalIF":0.9,"publicationDate":"2024-02-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139957724","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
The cesium carbonate-mediated synthetic approach for the synthesis of thiophosphates derivatives under mild conditions is reported. A variety of H -phosphonate successfully reacted with trithiaphosphinane sulfide derivatives possessing EWGs and EDGs. This method provides the synthetic platform for a broad spectrum of aryl sulfur surrogate to afford the desired products in 30-70% yields. In addition to practical utility, this protocol is feasible for the straightforward one-step synthesis of value-added agrochemical Iprobenfos derivatives in good yields.
报告了在温和条件下以碳酸铯为介质合成硫代磷酸盐衍生物的方法。多种 H -膦酸盐成功地与具有 EWGs 和 EDGs 的三硫代磷烷硫化物衍生物发生了反应。该方法为广泛的芳基硫代物提供了合成平台，能以 30-70% 的产率获得所需的产品。除了实用性之外，该方法还可以一步合成高产率的高附加值农用化学品伊本福斯衍生物。
{"title":"Cs2CO3-Mediated synthetic strategy for iprobenfos derivatives via thiophilic addition of H-phosphites on insitu generated thioaldehydes","authors":"Chin-Fa Lee, Rekha Bai, Ke-Chien Liu, Zebin Chen, Asha Gurjar, S. Badsara","doi":"10.24820/ark.5550190.p012.055","DOIUrl":"https://doi.org/10.24820/ark.5550190.p012.055","url":null,"abstract":"The cesium carbonate-mediated synthetic approach for the synthesis of thiophosphates derivatives under mild conditions is reported. A variety of H -phosphonate successfully reacted with trithiaphosphinane sulfide derivatives possessing EWGs and EDGs. This method provides the synthetic platform for a broad spectrum of aryl sulfur surrogate to afford the desired products in 30-70% yields. In addition to practical utility, this protocol is feasible for the straightforward one-step synthesis of value-added agrochemical Iprobenfos derivatives in good yields.","PeriodicalId":8432,"journal":{"name":"Arkivoc","volume":null,"pages":null},"PeriodicalIF":0.9,"publicationDate":"2024-02-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139957937","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Reactions of aliphatic terminal alkynes with Ti(OiPr)4/BuLi: selectivity, kinetic aspects, and a new tetramerisation process","authors":"Yvan Six, Wahiba Frites, Xiang Ren, Gabriela Siemiaszko, Marie Cordier, Lamouri Hammal","doi":"10.24820/ark.5550190.p012.141","DOIUrl":"https://doi.org/10.24820/ark.5550190.p012.141","url":null,"abstract":"in","PeriodicalId":8432,"journal":{"name":"Arkivoc","volume":null,"pages":null},"PeriodicalIF":0.9,"publicationDate":"2024-02-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139791127","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Reactions of aliphatic terminal alkynes with Ti(OiPr)4/BuLi: selectivity, kinetic aspects, and a new tetramerisation process","authors":"Yvan Six, Wahiba Frites, Xiang Ren, Gabriela Siemiaszko, Marie Cordier, Lamouri Hammal","doi":"10.24820/ark.5550190.p012.141","DOIUrl":"https://doi.org/10.24820/ark.5550190.p012.141","url":null,"abstract":"in","PeriodicalId":8432,"journal":{"name":"Arkivoc","volume":null,"pages":null},"PeriodicalIF":0.9,"publicationDate":"2024-02-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139851259","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2024-02-07DOI: 10.24820/ark.5550190.p012.146
Wim Dehaen, Yulia Ivanova, Marin Smoljo, S. D. Jonghe
An overview of the recent advancements in the synthesis of benzo[ d ]isothiazoles is provided. The synthetic approaches developed between 2010 and October 2023 are discussed and arranged in five categories according to the substrate used for the scaffold assembly. The novel synthetic methodologies contribute to the enlargement of the chemical space occupied by benzo[ d ]isothiazoles and to the exploration of its applications in various fields such as medicinal chemistry and catalysis
{"title":"Synthesis of benzo[d]isothiazoles: an update","authors":"Wim Dehaen, Yulia Ivanova, Marin Smoljo, S. D. Jonghe","doi":"10.24820/ark.5550190.p012.146","DOIUrl":"https://doi.org/10.24820/ark.5550190.p012.146","url":null,"abstract":"An overview of the recent advancements in the synthesis of benzo[ d ]isothiazoles is provided. The synthetic approaches developed between 2010 and October 2023 are discussed and arranged in five categories according to the substrate used for the scaffold assembly. The novel synthetic methodologies contribute to the enlargement of the chemical space occupied by benzo[ d ]isothiazoles and to the exploration of its applications in various fields such as medicinal chemistry and catalysis","PeriodicalId":8432,"journal":{"name":"Arkivoc","volume":null,"pages":null},"PeriodicalIF":0.9,"publicationDate":"2024-02-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139798227","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2024-02-06DOI: 10.24820/ark.5550190.p012.124
P. Kaye, Kola A. Oluwafemia, M. Isaacs, Heinrich C. Hoppe, Rosalyn Klein
Azabenzimidazoles are among the substrates most frequently found in small-molecule drugs due to their broad-spectrum biological activity. Newer drugs are continually in need of to replace existing drugs which encounter microorganism drug resistance. The reaction of 2,3-diaminopyridine precursors with variously substituted benzaldehydes has provided convenient and efficient access to a series of 4-azabenzimidazole derivatives and, regioselectively, to a series of 2-amino-5-bromo-3-(phenylimino)pyridine derivatives, while sodium cyanoborohydride reduction of the latter has afforded the corresponding 2-amino-5-bromo-3-(phenylamino)pyridine analogues. Bioassays of these and other compounds have been undertaken to explore their cytotoxicity and their activity against the parasitic protozoans, Plasmodium falciparum and Trypanosoma brucei . A number of the compounds show promising selective activity against T. brucei with IC 50 values as low as 1.3 𝜇 M while two of them exhibit encouraging activity against both T. brucei and P. falciparum .
{"title":"Synthesis of 2,3-Diaminopyridine-derived Azabenzimidazoles and (Phenylimino)pyridine Analogues as Potential Anti-plasmodial Agents","authors":"P. Kaye, Kola A. Oluwafemia, M. Isaacs, Heinrich C. Hoppe, Rosalyn Klein","doi":"10.24820/ark.5550190.p012.124","DOIUrl":"https://doi.org/10.24820/ark.5550190.p012.124","url":null,"abstract":"Azabenzimidazoles are among the substrates most frequently found in small-molecule drugs due to their broad-spectrum biological activity. Newer drugs are continually in need of to replace existing drugs which encounter microorganism drug resistance. The reaction of 2,3-diaminopyridine precursors with variously substituted benzaldehydes has provided convenient and efficient access to a series of 4-azabenzimidazole derivatives and, regioselectively, to a series of 2-amino-5-bromo-3-(phenylimino)pyridine derivatives, while sodium cyanoborohydride reduction of the latter has afforded the corresponding 2-amino-5-bromo-3-(phenylamino)pyridine analogues. Bioassays of these and other compounds have been undertaken to explore their cytotoxicity and their activity against the parasitic protozoans, Plasmodium falciparum and Trypanosoma brucei . A number of the compounds show promising selective activity against T. brucei with IC 50 values as low as 1.3 𝜇 M while two of them exhibit encouraging activity against both T. brucei and P. falciparum .","PeriodicalId":8432,"journal":{"name":"Arkivoc","volume":null,"pages":null},"PeriodicalIF":0.9,"publicationDate":"2024-02-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139683094","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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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