Merging Cobalt-Catalyzed C-H Activation with the Mannich Reaction: A Modular Approach to α-Substituted -Sulfonyl Amines.

J Org Chem

Department of Chemistry, RPTU Kaiserslautern-Landau, D-67663 Kaiserslautern, Germany.

Published: May 2024

AI Article Synopsis

  • A new method for creating α-substituted sulfonyl amines involves using aryl aldehydes, primary sulfonamides, and (hetero)arenes.
  • This synthesis is efficient and allows for the production of complex sulfonamide structures with high yields.
  • The process uses cobalt-catalyzed C-H-activation to directly modify C(sp)-H bonds, providing a more efficient alternative to traditional synthesis methods like the Petasis or Mannich reactions.

Article Abstract

A three-component synthesis of α-substituted -sulfonyl amines from aryl aldehydes, primary sulfonamides, and (hetero)arenes is described. This transformation enables a straightforward and modular synthesis of highly substituted sulfonamide scaffolds in good yields. The direct functionalization of C(sp)-H bonds via cobalt-catalyzed C-H-activation offers an appealing and atom-economical alternative to classical methods for the synthesis of α-arylated amines such as the Petasis or Mannich-type reactions.

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Source
http://dx.doi.org/10.1021/acs.joc.4c00271DOI Listing

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