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SO2ClF: A Reagent for Controllable Chlorination and Chlorooxidation of Simple Unprotected Indoles

Tianting Ma, Yu Zheng* and Shenlin Huang*

*International Innovation Center for Forest Chemicals and Materials, Nanjing Forestry University, Nanjing 210037, China, Email: zhengynjfu.edu.cn, shuangnjfu.edu.cn

T. Ma, Y. Zheng, S. Huang, J. Org. Chem., 2023, 88, 4839-4847.

DOI: 10.1021/acs.joc.3c00039


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Abstract

Sulfuryl chlorofluoride is a versatile reagent for controllable chlorination and chlorooxidation of simple unprotected indoles. Three types of products including 3-chloro-indoles, 3-chloro-2-oxindoles, and 3,3-dichloro-2-oxindoles could be selectively obtained in good to excellent yields by switching the reaction solvents. The convenient methods offer broad substrate scope and mild reaction conditions.

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proposed mechanism



Key Words

indoles, oxindoles


ID: J42-Y2023