Issue 37, 2021

The C–H functionalization of N-alkoxycarbamoyl indoles by transition metal catalysis

Abstract

Indole and its congeners are ubiquitous nitrogen-containing organic scaffolds present in a plethora of natural products, marketed drugs, and other organic functional molecules. Recent years have witnessed tremendous advances in the diversification of this motif and its biological applications via transition-metal-catalyzed auxiliary assisted site-selective inert C–H functionalization. In this burgeoning field, N-methoxy/ethoxy/pivaloxy amide functionality has emerged as a most potent auxiliary/DG (directing group) for a wide range of C–C and C–heteroatom bond formations, providing a new advance for forging structurally fabricated polycyclic indole frameworks. This review aims to highlight evolved transformations, like arylation, alkylation, alkenylation, allylation, amidation, difluorovinylation, deuteration, hydroarylation, etc., and the applications of N-alkoxycarbamoyl indole derivatives made within the period of 2014–August 2021. Additionally, explicit mechanistic underpinnings have also been provided in the appropriate places.

Graphical abstract: The C–H functionalization of N-alkoxycarbamoyl indoles by transition metal catalysis

Article information

Article type
Review Article
Submitted
09 Jun 2021
Accepted
24 Aug 2021
First published
24 Aug 2021

Org. Biomol. Chem., 2021,19, 7949-7969

The C–H functionalization of N-alkoxycarbamoyl indoles by transition metal catalysis

P. Ghosh and S. Das, Org. Biomol. Chem., 2021, 19, 7949 DOI: 10.1039/D1OB01121A

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