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Mar 30, 2020

ACS Spring 2020 National Meeting & Expo

Cross-coupling of amides by N–C activation

amides

N-C activation

cross-coupling

Suzuki-Miyaura

carboxylic acids

twisted amides

Pd-NHCs

N-heterocyclic carbenes

decarbonylative coupling

Abstract

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91

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Abstract

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Keywords

amides

N-C activation

cross-coupling

Suzuki-Miyaura

carboxylic acids

twisted amides

Pd-NHCs

N-heterocyclic carbenes

decarbonylative coupling

Abstract

Development of new strategies encompassing activation of inert bonds has revolutionized organic synthesis. Transition-metal-catalyzed coupling of amide N–C bonds holds an enormous potential for widespread practical applications. In this lecture, recent developments in the selective activation of amide bonds by ground-state-destabilization-controlled metal insertion into the amide double bond will be presented. These reactions are enabled by virtue of decreased amidic resonance, which is a recurring theme of this new cross-coupling manifold. The selectivity in amide bond cross-coupling will be described. Representative examples to be discussed include Pd-, Ni- and Rh-catalyzed acyl- and aryl-decarbonylative cross-couplings.

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© Copyright 2019 Morressier GmbH.
All rights reserved.