Visible-light photocatalytic radical addition–translocation–cyclization to construct sulfonylcontaining azacycles
Yu-Qing Liang a, Yi-Xin Xu a, Zhong-Jian Cai *a(蔡忠建)and Shun-Jun Ji *ab(纪顺俊)
a Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science & Collaborative Innovation Center of Suzhou Nano Science and Technology, Soochow University, Suzhou, 215123, China
b Suzhou Baolidi Functional Materials Research Institute, Suzhou Xiangcheng, 215144, China
Chem. Commun., 2022, 58, 10206--10209
Herein, a novel visible-light photocatalytic radical addition–translocation–cyclization (RATC) approach for the efficient synthesis of sulfonyl-containing azacycles is described. The reaction delivers a wide range of monocyclic, bicyclic and polycyclic azacycles by using easily prepared sodium sulfinates and N-homopropargylic amines as starting materials. Instead of the traditionally used toxic tin reagents and thermally hazardous azos in the RATC process, clean, renewable and sustainable visible light combined with a catalytic amount of photosensitizer is used in this process. Moreover, the successful transformation of some drug derivatives further highlights the potential application of this procedure.
链接://pubs.rsc.org/en/content/articlelanding/2022/cc/d2cc03799h