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光氧化还原催化吡啶鎓1,4-两性离子硫醇盐与烯烃的[3+2]环化反应:二氢噻吩的合成

Photoredox Catalyzed [3 + 2]-Annulation Reaction of Pyridinium 1,4-Zwitterionic Thiolates with Alkenes: Synthesis of Dihydrothiophenes.

作者信息

Luo Yong-Chun, Wang Yang, Shi Run, Zhang Xu-Gang, Zhang Huan-Huan, Xu Peng-Fei

机构信息

State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, College of Veterinary Medicine, Lanzhou University, Lanzhou 730000, P. R. China.

State Key Laboratory of Veterinary Etiological Biology, Lanzhou Veterinary Research Institute, Chinese Academy of Agricultural Sciences, Lanzhou 730000, P. R. China.

出版信息

Org Lett. 2023 Aug 25;25(33):6105-6109. doi: 10.1021/acs.orglett.3c02068. Epub 2023 Aug 16.

DOI:10.1021/acs.orglett.3c02068
PMID:37584499
Abstract

Pyridinium 1,4-zwitterionic thiolates are usually used to develop ionic annulation reactions. However, radical reactions were rare. We developed a photoredox catalyzed [3 + 2]-annulation reaction of pyridinium 1,4-zwitterionic thiolates with alkenes, disclosed the new reactivity of pyridinium 1,4-zwitterionic thiolate, and provided a new synthetic method for dihydrothiophene.

摘要

吡啶鎓1,4-两性离子硫醇盐通常用于开发离子环化反应。然而,自由基反应很少见。我们开发了一种光氧化还原催化的吡啶鎓1,4-两性离子硫醇盐与烯烃的[3 + 2]环化反应,揭示了吡啶鎓1,4-两性离子硫醇盐的新反应性,并为二氢噻吩提供了一种新的合成方法。

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