Issue 11, 2024

Site-selective C(sp3)–H functionalization of primary aliphatic amines

Abstract

C–H bond functionalization represents one of the most efficient and straightforward strategies for diversifying existing molecules. The most challenging task to achieve is the site-selective C(sp3)–H functionalization of primary aliphatic amines in modern organic synthesis, which has received much attention in recent years. On the one hand, the combining of photoredox catalysis (PC) and hydrogen atom transfer (HAT) for α-C(sp3)–H functionalization has been achieved via a free radical pathway. On the other hand, significant progress has also been made in native amine-directed γ- and δ-C(sp3)–H functionalization catalyzed by palladium catalysts. In this review, we systematically summarize the site-selective C(sp3)–H functionalization of primary aliphatic amines, as well as discuss the mechanisms.

Graphical abstract: Site-selective C(sp3)–H functionalization of primary aliphatic amines

Article information

Article type
Review Article
Submitted
20 Feb 2024
Accepted
25 Apr 2024
First published
30 Apr 2024

Org. Chem. Front., 2024,11, 3270-3280

Site-selective C(sp3)–H functionalization of primary aliphatic amines

Y. Tao, K. Guo, H. Chen, G. Yan and M. Guo, Org. Chem. Front., 2024, 11, 3270 DOI: 10.1039/D4QO00324A

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