Radical reactions promoted by trivalent tertiary phosphines,Organic Chemistry Frontiers

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Radical reactions promoted by trivalent tertiary phosphines
Organic Chemistry Frontiers ( IF 4.6 ) Pub Date : 2020-06-22 , DOI: 10.1039/d0qo00473a
Dingwu Pan _{1,

2,

3,

4,

5} , Guihua Nie _{1,

2,

3,

4,

5} , Shichun Jiang _{1,

2,

3,

4,

5} , Tingting Li _{1,

2,

3,

4,

5} , Zhichao Jin _{1,

2,

3,

4,

5}

Affiliation

Tertiary phosphines have been extensively developed as effective organic catalysts/reagents to promote various modern organic transformations in both racemic and enantioselective fashions. However, their applications in radical generation and reactions remain relatively less explored. Phosphine-centered radical species, generated from various tertiary phosphines via phosphine–oxidant charge transfer processes, photoredox catalysis and electrochemical oxidations, can give rise to many unprecedented activation modes and reactions. Single-electron-transfer (SET) reactions associated with tertiary phosphines in particular have recently gained popularity, affording novel and promising synthetic approaches to challenging molecular structures from readily available starting materials upon simple operation. Summarized herein are the historical background and recent breakthroughs in this dynamic field of phosphine-mediated radical organic reactions.

中文翻译：

三价叔膦促进的自由基反应

叔膦已被广泛用作有效的有机催化剂/试剂，以外消旋和对映选择性的方式促进各种现代有机转化。然而，它们在自由基产生和反应中的应用仍相对较少被探索。通过各种叔膦通过以下途径生成的以膦为中心的自由基物种膦-氧化剂的电荷转移过程，光氧化还原催化作用和电化学氧化作用可引起许多前所未有的活化方式和反应。特别是与叔膦有关的单电子转移（SET）反应最近获得了普及，它提供了新颖而有前途的合成方法，可通过简单的操作从容易获得的起始原料中挑战分子结构。本文总结了膦介导的自由基有机反应这一动态领域的历史背景和近期突破。

更新日期：2020-08-14

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