Cross-Coupling of Meyer-Schuster Intermediates under Dual Gold Photoredox Catalysis

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초록

Under dual gold/photoredox catalytic conditions, intermediates from the Meyer-Schuster rearrangement underwent an efficient cross-coupling with arene diazonium salts, leading to alpha-arylated enones. Diazonium salts assisted the dissociation of the propargyl hydroxyl group by forming alkoxydiazenes in the Meyer-Schuster rearrangement, and the coupling was proposed to proceed through an allenyl methyl ether.

키워드

DIARYLIODONIUM SALTSCARBONYL-COMPOUNDSRING EXPANSIONREARRANGEMENTALKENESFUNCTIONALIZATIONISOMERIZATIONCOMPLEXESALCOHOLSALKYNES
제목
Cross-Coupling of Meyer-Schuster Intermediates under Dual Gold Photoredox Catalysis
저자
Um, JiwonYun, HokeunShin, Seunghoon
DOI
10.1021/acs.orglett.5b03531
발행일
2016-02
유형
Article
저널명
Organic Letters
18
3
페이지
484 ~ 487