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Phototropin-Inspired Chemoselective Synthesis of Unsymmetrical Disulfides: Aerobic Oxidative Heterocoupling of Thiols Using Flavin Photocatalysis
Organic Letters ( IF 5.2 ) Pub Date : 2020-11-23 , DOI: 10.1021/acs.orglett.0c03458
Marina Oka 1 , Daichi Katsube 1 , Takeshi Tsuji 1 , Hiroki Iida 1
Affiliation  

Inspired by the photochemical mechanism of a plant blue-light receptor, a unique flavin-based photocatalytic system was developed for the chemoselective heterocoupling of two different thiols, which enabled the facile synthesis of unsymmetrical disulfides. Owing to the redox- and photo-organocatalysis of flavin, the coupling reaction took place under mild metal-free conditions and visible light irradiation with the use of air, which is recognized as the ideal green oxidant.

中文翻译:

受光养素启发的不对称二硫键的化学选择性合成:使用黄素光催化的硫醇类有氧氧化性异质偶联。

受植物蓝光受体光化学机理的启发,开发了一种独特的基于黄素的光催化系统,用于两种不同硫醇的化学选择性杂化,从而可以轻松合成不对称的二硫化物。由于黄素的氧化还原和光有机催化作用,偶联反应在温和的无金属条件下和可见光照射下通过空气进行,这被认为是理想的绿色氧化剂。
更新日期:2020-12-04
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