Merging Cobalt-Catalyzed C-H Activation with the Mannich Reaction: An Efficient and Modular Approach to a-Substituted Sulfonamides

26 December 2023, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

A three-component synthesis of alpha-substituted sulfonamides from aryl aldehydes, primary sulfonamides and (hetero)arenes is described. This transformation enables a straightforward and modular synthesis of pharmaceutically relevant scaffolds in good yields. The direct functionalization of C(sp2)-H bonds via cobalt-catalyzed C-H-activation offers an appealing and atom-economical alternative to classical methods for the synthesis of alpha-arylated amines such as the Petasis or Mannich-type reactions.

Keywords

multicomponent reaction
sulfonamide
C-H functionalization
earth-abundant metal catalysis
Mannich reaction

Supplementary materials

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Supporting Information
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Experimental details, spectral data and copies of NMR spectra for all new compounds
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Primary NMR Data
Description
Primary NMR data files for all final compounds 4-6 and the Cp*Co-catalysts
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