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Nitrosoarenes as Nitrogen Source for Generation of Sulfonamides with the Insertion of Sulfur Dioxide under Metal‐Free Conditions †
Author(s) -
Wang Xuefeng,
Lin Yanmei,
Liu JinBiao,
He FuSheng,
Kuang Yunyan,
Wu Jie
Publication year - 2020
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.202000053
Subject(s) - chemistry , sulfur , sulfur dioxide , metal , combinatorial chemistry , organic chemistry
Summary of main observation and conclusion A metal‐free reaction of nitrosoarenes, aryldiazonium tetrafluoroborates, and sulfur dioxide under mild conditions is developed, giving rise to sulfonamides in moderate to good yields. This transformation proceeds efficiently at room temperature in the presence of cyclohexa‐1,4‐diene with a broad reaction scope. Good functional group compatibility is observed, including cyano, halo, and ester. A plausible mechanism involving a radical process with the insertion of sulfur dioxide is proposed, and cyclohexa‐1,4‐diene serves as the reductant during the transformation.