Mechanistic insights into the electrochemical oxidation of propargyl alcohols: Molecular oxygen as a hydrogen atom transfer reagent
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초록

We report a sustainable electrochemical method for the synthesis of alpha,beta-acetylenic ketones (ynones) through the oxidation of propargyl alcohols using molecular oxygen in DMSO, without any additional additives. The reaction proceeds with high site-selectivity, enabling selective oxidation at the alpha-position of the alcohol. Mechanistic investigations indicate a hydrogen atom transfer (HAT) pathway in which molecular oxygen functions as the HAT reagent. Key intermediates were identified, and the proposed mechanism is supported by electrochemical studies and DFT calculations, providing valuable insight into this oxygen-mediated oxidation process.

키워드

hydrogen atom transferoxidationoxygenpropargyl alcoholynonesALKYNES
제목
Mechanistic insights into the electrochemical oxidation of propargyl alcohols: Molecular oxygen as a hydrogen atom transfer reagent
저자
Jo, GihoonJang, JihoonCho, Eun Jin
DOI
10.1002/bkcs.70109
발행일
2026-01
유형
Article; Early Access
저널명
Bulletin of the Korean Chemical Society
47
2
페이지
136 ~ 139