Issue 50, 2021

Catalyst-controlled site-selective N–H and C3-arylation of carbazole via carbene transfer reactions

Abstract

A site-selective direct arylation reaction of carbazole and other N-heterocycles with diazo-naphthalen-2(1H)-ones has been developed. While Au(I)-NHC catalysts lead to selective C3-arylation, palladium acetate allows for selective N–H arylation, displaying complete site-selectivity each. To show the applicability of these arylation reactions, one-pot, two-fold diarylation reactions of carbazole were demonstrated.

Graphical abstract: Catalyst-controlled site-selective N–H and C3-arylation of carbazole via carbene transfer reactions

Supplementary files

Article information

Article type
Communication
Submitted
07 Apr. 2021
Accepted
19 Maijs 2021
First published
19 Maijs 2021

Chem. Commun., 2021,57, 6193-6196

Catalyst-controlled site-selective N–H and C3-arylation of carbazole via carbene transfer reactions

S. S. Bera, S. B. Bahukhandi, C. Empel and R. M. Koenigs, Chem. Commun., 2021, 57, 6193 DOI: 10.1039/D1CC01863A

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