Recent Advances in Transition-Metal-Catalyzed C–H Addition to Nitriles

Abstract

Transition-metal-catalyzed C–H bond addition to nitriles has emerged as a powerful synthetic approach for the construction of C–C bonds in organic synthesis. Due to the merits of atom- and step-economy, as well the easy availability of the starting materials, these transformations not only deliver acyclic aryl ketone products with nitriles­ as C-building blocks, but can also be utilized for the highly efficient­ assembly of azaheterocyclic skeletons using nitriles as C–N building blocks. This short review summarizes recent progress on transition-metal-catalyzed C–C bond-forming reactions based on C(sp²)–H and C(sp³)–H additions to nitriles.

1 Introduction

2 Palladium-Catalyzed C–H Addition to Nitriles

2.1 Palladium-Catalyzed C–H Addition to Nitriles for the Preparation of Ketone (Imine) Products

2.2 Palladium-Catalyzed C–H Addition to Nitriles for the Preparation of Azaheterocycles

2.3 Palladium-Catalyzed C–H Addition to Nitriles/1,2-Rearangement

3 Other Transition-Metal-Catalyzed C–H Additions to Nitriles

4 Summary and Outlook

Key words

transition metals - catalysis - C–H addition - nitriles - (hetero)arenes

Publication History

Received: 29 June 2021

Accepted after revision: 26 July 2021

Article published online:
19 August 2021

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