Transient imine directing groups for the C–H functionalisation of aldehydes, ketones and amines: an update 2018–2020

Organic & Biomolecular Chemistry Pub Date: 2020-09-08 DOI: 10.1039/D0OB01587C

Abstract

The use of pre-installed directing groups has become a popular and powerful strategy to control site selectivity in transition metal catalysed C–H functionalisation reactions. However, the necessity for directing group installation and removal reduces the efficiency of a directed C–H functionalisation method. To overcome this limitation, taking inspiration from organocatalytic methodologies, the use of transient directing groups has arisen. These methods allow for a transient ligand to be used, potentially in catalytic quantities, without the need for discrete installation or removal steps, enabling the discovery of more efficient, and mechanistically intriguing, dual catalytic methods. This review summarises recent developments in this fast moving field covering >70 new methodologies, highlighting new directing group designs and advances in mechanistic understanding. It covers progress since 2018, providing an update to our previous review of the field.

Graphical abstract: Transient imine directing groups for the C–H functionalisation of aldehydes, ketones and amines: an update 2018–2020
Recommended Literature