Base-Promoted Formal [3 + 2] Cycloaddition of α-Halohydroxamates with Carbon Disulfide to Synthesize Polysubstituted Rhodanines

Xiaoqiang Lei*, Juan Feng, Qinglan Guo, Chengbo Xu and Jiangong Shi*

*Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, People's Republic of China, Email: xqleiimm.ac.cn, shijgimm.ac.cn

X. Lei, J. Feng, Q. Guo, C. Xu, J. Shi, Org. Lett., 2022, 24, 2837-2841.

DOI: 10.1021/acs.orglett.2c00736

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Abstract

A potassium-carbonate-mediated [3 + 2]-cycloaddition reaction of α-halohydroxamates with carbon disulfide provides functionalized rhodanine derivatives in very good yields. The present methodology offers a wide substrate scope as well as good functional group tolerance.

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Key Words

N-heterocycles, S-heterocycles

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ID: J54-Y2022