Visible-Light-Induced Three-Component Selenofunctionalization of Alkenes: An Aerobic Selenol Oxidation Approach

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47
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48

초록

A photocatalyst-free visible-light-induced selenofunctionalization of alkenes has been developed using a variety of nucleophiles. The homolytic scission of diselenides under visible-light conditions coupled with the aerobic selenol oxidation to diselenides allowed the successful implementation of three-component selenofunctionalization under visible-light irradiation in open-air conditions. The mechanistic studies revealed the critical role of oxygen content in a reaction medium, where the electron transfer process from the carbon-based radicals to either molecular oxygen or selenyl radicals was controlled.

키워드

ELECTROCHEMICAL OXYSELENENYLATION-DESELENENYLATION; PHENYLSELENENYL CHLORIDE; CYCLIC ETHERS; HYDROXYSELENATION; DISELENIDES; CHEMISTRY; REAGENT; OLEFINS; ACCESS; ARYL
제목
Visible-Light-Induced Three-Component Selenofunctionalization of Alkenes: An Aerobic Selenol Oxidation Approach
저자
Patil, D.V.; Hong, Y.T.; Kim, H.Y.; Oh, K.
DOI
10.1021/acs.orglett.2c03186
발행일
2022-11
유형
Article; Early Access
저널명
Organic Letters
권
24
호
46
페이지
8465 ~ 8469