1,2-Radical Shifts in Photoinduced Synthetic Organic Transformations: A Guide to the Reactivity of Useful Radical Synthons.

1,2-Radical Shifts in Photoinduced Synthetic Organic Transformations: A Guide to the Reactivity of Useful Radical Synthons.
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DOI:
10.1021/acsorginorgau.2c00032
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发表时间:
2022-12-07
期刊:
ACS ORGANIC & INORGANIC AU
影响因子:
--
通讯作者:
Molander, Gary A.
Molander, Gary A.
中科院分区:
其他
文献类型:
--
作者:
Matsuo, Bianca;Granados, Albert;Majhi, Jadab;Sharique, Mohammed;Levitre, Guillaume;Molander, Gary A.

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光诱导有机反应中1,2-自由基位移(RS)机制的探索为许多化学转化中重要自由基合成子的生成提供了有效途径。在这篇综述中,讨论了最近报道的研究中涉及传统 1,2-自旋中心转移 (SCS) 机制的基本概念。此外,还讨论了其他有用的 1,2-RS,例如通过碳水化合物化学中的 1,2-基团迁移、通过 1,2-硼位移以及通过生成 α-氨基自由基进行的那些。讨论首先概述 1,2-RS 机制的基本方面,然后演示其在光诱导转化中的适用性。以下各节根据与 1,2-自由基迁移事件结合运行的机制进行组织。本文并非全面综述,而是旨在提供对该主题的理解,重点关注该领域的最新进展,并为用于描述此类机制的术语建立定义。
The exploration of 1,2-radical shift (RS) mechanisms in photoinduced organic reactions has provided efficient routes for the generation of important radical synthons in many chemical transformations. In this Review, the basic concepts involved in the traditional 1,2-spin-center shift (SCS) mechanisms in recently reported studies are discussed. In addition, other useful 1,2-RSs are addressed, such as those proceeding through 1,2-group migrations in carbohydrate chemistry, via 1,2-boron shifts, and by the generation of α-amino radicals. The discussion begins with a general overview of the basic aspects of 1,2-RS mechanisms, followed by a demonstration of their applicability in photoinduced transformations. The sections that follow are organized according to the mechanisms operating in combination with the 1,2-radical migration event. This contribution is not a comprehensive review but rather aims to provide an understanding of the topic, focused on the more recent advances in the field, and establishes a definition for the nomenclature that has been used to describe such mechanisms.
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