Issue 77, 2022

Cp*Co(iii)-catalyzed thiocarbamate-directed C–H aminocarbonylation, amination, and cascade annulation of pyrroles

Abstract

Cobalt(III)-catalyzed thiocarbamate directed aminocarbonylation and amination of C–H bonds are described to access diverse amides. Biologically relevant pyrrolo[1,2-c]imidazoles were readily accessed via one-pot intramolecular cyclization at the thiocarbamoyl directing group. Notably, C–N amidation proceeded smoothly with an elusive catalyst TON of 250 for this Cp*Co(III)-catalysis. Broad scope, scalability, and easy removal of DG are other key features of these methods. The mechanisms of these C–H amidation reactions were proposed through control experiments and DFT calculations.

Graphical abstract: Cp*Co(iii)-catalyzed thiocarbamate-directed C–H aminocarbonylation, amination, and cascade annulation of pyrroles

Supplementary files

Article information

Article type
Communication
Submitted
18 Jul 2022
Accepted
29 Aug 2022
First published
30 Aug 2022

Chem. Commun., 2022,58, 10865-10868

Cp*Co(III)-catalyzed thiocarbamate-directed C–H aminocarbonylation, amination, and cascade annulation of pyrroles

S. Saha and M. S. Maji, Chem. Commun., 2022, 58, 10865 DOI: 10.1039/D2CC03992C

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