Catalyst-Free Radical Carbosulfonylation of Enamides with Indoles, Aryldiazonium Tetrafluoroborates, and DABCO·(SO).

Org Lett

State Key Laboratory of Materials-Oriented Chemical Engineering, College of Chemical Engineering, Nanjing Tech University, Nanjing 211816, China.

Published: October 2024

AI Article Synopsis

  • Researchers created a new method for carbosulfonylation of enamides using four key components without needing a catalyst, producing various β-amidosulfone products.
  • This method operates under mild conditions, is efficient with high yields, and can work with many different substrates, making it a more environmentally friendly option.
  • The study also suggests that the transformation follows a radical tandem reaction process, as indicated by their mechanism investigations.

Article Abstract

Herein, we have developed a catalyst-free four-component carbosulfonylation of enamides involving indoles, DABCO·(SO), and aryldiazonium tetrafluoroborates for the preparation of various β-amidosulfone products in moderate to excellent yields. This approach features mild reaction conditions, high step-efficiency, and broad substrate scope, which provides a green and efficient strategy for carbosulfonyl difunctionalization of enamides. Based on the results of mechanism studies, a radical tandem reaction process is proposed for the transformation.

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Source
http://dx.doi.org/10.1021/acs.orglett.4c03009DOI Listing

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