Electrochemical trifluoromethylation/semipinacol rearrangement sequences of alkenyl alcohols: synthesis of beta-CF3-substituted ketones

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초록

Electrochemical oxidative radical trifluoromethylation/ semipinacol rearrangement sequences of alkenyl alcohols were developed in this study. This approach is environmentally benign and uses the shelf-stable Langlois reagent as a trifluoromethyl radical precursor and electrons as the oxidizing reagents. The present protocol offers a facile route to prepare beta-trifluoromethylated ketone derivatives.

키워드

Electrochemistry; trifluoromethylation; semipinacol rearrangement; alkenyl alcohols; β-CF3-substituted ketones; VISIBLE-LIGHT PHOTOREDOX; C-H TRIFLUOROMETHYLATION; SEMIPINACOL REARRANGEMENT; ASYMMETRIC-SYNTHESIS; MIGRATION SEQUENCES; RING EXPANSION; FLUORINE; DIFUNCTIONALIZATION; CONSTRUCTION; FUNCTIONALIZATION
제목
Electrochemical trifluoromethylation/semipinacol rearrangement sequences of alkenyl alcohols: synthesis of beta-CF3-substituted ketones
저자
Jung, Hye Im; Kim, Yubin; Kim, Dae Young
DOI
10.1039/c9ob00373h
발행일
2019-04-07
유형
Article
저널명
Organic & Biomolecular Chemistry
권
17
호
13
페이지
3319 ~ 3323