Issue 8, 2024

Visible light-induced bromine radical enhanced hydrogen atom transfer (HAT) reactions in organic synthesis

Abstract

Hydrogen atom transfer (HAT) reactions have gained prominence in organic synthesis for providing a straightforward approach towards C–H bond activation for the formation of C-centered radical intermediates. However, halogen radical-assisted hydrogen atom transfer (HAT) reactions have become an interesting tool for C–H bond activation, facilitating the formation of C–C and C–X bonds. In particular, the bromine radical (Br˙) has garnered attention because of its remarkable capability as a hydrogen acceptor, which abstracts an H-atom from a C–H bond and generates a C-centered radical intermediate. Typically, transition metal- and organo-photocatalysts are commonly used to generate a bromine radical (Br˙) from a bromine anion (Br). This newly generated bromine radical (Br˙) is useful in several organic transformations via C–H bond activation. In this review, we provide recent updates on bromine radical (Br˙) assisted hydrogen atom transfer (HAT) reactions with their scope, mechanism, and limitations.

Graphical abstract: Visible light-induced bromine radical enhanced hydrogen atom transfer (HAT) reactions in organic synthesis

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Article information

Article type
Tutorial Review
Submitted
02 Mei 2024
Accepted
30 Jun. 2024
First published
01 Jul. 2024
This article is Open Access
Creative Commons BY license

RSC Sustain., 2024,2, 2169-2189

Visible light-induced bromine radical enhanced hydrogen atom transfer (HAT) reactions in organic synthesis

B. Saxena, R. I. Patel and A. Sharma, RSC Sustain., 2024, 2, 2169 DOI: 10.1039/D4SU00214H

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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