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

Barakha Saxena, Roshan I. Patel and Anuj Sharma
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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.

Abstract Image

有机合成中的可见光诱导溴自由基增强氢原子转移 (HAT) 反应
氢原子转移(HAT)反应在有机合成中占有重要地位,因为它可以通过直接的方法活化 C-H 键,形成 C-中心自由基中间体。然而,卤素自由基辅助氢原子转移(HAT)反应已成为 C-H 键活化的有趣工具,可形成 C-C 和 C-X 键。特别是溴自由基(Br-),它作为氢接受体的卓越能力备受关注,它能从 C-H 键中抽取一个 H 原子并生成一个 C-中心自由基中间体。通常,过渡金属和有机光催化剂被用来从溴阴离子(Br-)生成溴自由基(Br-)。这种新生成的溴自由基(Br-)可通过 C-H 键活化作用用于多种有机转化。在本综述中,我们将介绍溴自由基(Br-)辅助氢原子转移(HAT)反应的最新进展及其范围、机理和局限性。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
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CiteScore
0.60
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