Synthesis of beta-Selenylated Cyclopentanones via Photoredox-Catalyzed Selenylation/Ring-Expansion Cascades of Alkenyl Cyclobutanols

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28
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27

초록

A photoredox strategy to access beta-selenated cyclic ketone derivatives through the coupling reaction of 1-(1-arylvinyl)cyclobutanols with diselenides under blue LED irradiation and an air atmosphere was developed. This reaction employs the easily accessible and shelf-stable diselenides as a selenium radical source, and the reaction has advantages of mild reaction conditions and broad substrate scope.

키워드

selenylation; semipinacol rearrangement; 1; 2-alkyl migration; 1-(1-arylvinyl)cyclobutanols; photoredox reaction; VISIBLE-LIGHT PHOTOREDOX; RING EXPANSION; SEMIPINACOL REARRANGEMENT; ASYMMETRIC-SYNTHESIS; MIGRATION SEQUENCES; ARYLBORONIC ACIDS; BOND FORMATION; KETO ACIDS; C-SE; ARYL
제목
Synthesis of beta-Selenylated Cyclopentanones via Photoredox-Catalyzed Selenylation/Ring-Expansion Cascades of Alkenyl Cyclobutanols
저자
Jung, Hye Im; Kim, Dae Young
DOI
10.1055/s-0037-1611841
발행일
2019-07
유형
Article
저널명
Synlett
권
30
호
11
페이지
1361 ~ 1365