Issue 13, 2024

Catalytic alkane C–H functionalization by carbene insertion into unactivated C(sp3)–H bonds

Abstract

The direct and selective C–H functionalization of unactivated alkanes has been an outstanding yet challenging goal of modern synthetic chemistry. The C(sp3)–H insertion of metal carbenes has established itself as one of the most powerful methodologies for achieving alkane C–H functionalization, allowing for exquisite regioselectivity and stereoselectivity without resorting to the usage of directing groups. This review highlights the early and recent developments in the C–H functionalization of simple alkanes by carbene insertion into unactivated C(sp3)–H bonds. This review is organized into four sections: metal-catalyzed insertion of acceptor, acceptor/acceptor, donor/acceptor and donor carbenes into the C–H bonds of cycloalkanes and linear alkanes, respectively.

Graphical abstract: Catalytic alkane C–H functionalization by carbene insertion into unactivated C(sp3)–H bonds

Article information

Article type
Review Article
Submitted
04 Apr 2024
Accepted
05 Jun 2024
First published
07 Jun 2024

Org. Chem. Front., 2024,11, 3777-3799

Catalytic alkane C–H functionalization by carbene insertion into unactivated C(sp3)–H bonds

Y. Pan, Y. Wang, S. Karmakar, P. Sivaguru and Z. Liu, Org. Chem. Front., 2024, 11, 3777 DOI: 10.1039/D4QO00606B

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