Direct Reaction of Nitroarenes and Thiols via Photodriven Oxygen Atom Transfer for Access to Sulfonamides

Zhaowei Bao, Juan Zou, Chengli Mou, Zhichao Jin, Shi Chao Ren*, Yonggui Robin Chi*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

16 Citations (Scopus)

Abstract

Sulfonamide is a common motif in medicines and agrochemicals. Typically, this class of functional groups is prepared by reacting amines with sulfonyl chlorides that are presynthesized from nitro compounds and thiols, respectively. Here, we report a novel strategy that directly couples nitro compounds and thiols to form sulfonamides atom- and redox-economically. Mechanistic studies suggest our reaction proceeds via direct photoexcitation of nitroarenes that eventually transfers the oxygen atoms from the nitro group to the thiol unit.

Original languageEnglish
Pages (from-to)8907-8913
Number of pages7
JournalOrganic Letters
Volume24
Issue number48
DOIs
Publication statusPublished - Dec 9 2022
Externally publishedYes

Bibliographical note

Publisher Copyright:
© 2022 American Chemical Society.

ASJC Scopus Subject Areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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