Synthesis of Trifluoromethylated 4H-1-Benzopyran Derivatives via Photocatalytic Trifluoromethylation/Oxidation/Conjugate Addition, and Cyclization Sequences of Vinyl Phenols

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초록

The objective of this study was to describe a cyclization reaction of photoredox generated ortho-quinone methides using 1,3-diketones for the synthesis of trifluoromethylated 4H-1-benzopyrans with moderate to high yields. This process resulted in in situ formation of trifluoromethylated ortho-quinone methides from 2-vinyl phenols with Umemoto's reagent, followed by conjugate addition and cyclization reaction of 1,3-diketones.

키워드

ortho-Quinone methides4H-benzopyransphotoredox reactionmulticomponent reactionORTHO-QUINONE METHIDESFRIEDEL-CRAFTS ALKYLATIONBETA-KETO ACIDSASYMMETRIC-SYNTHESISDECARBOXYLATIVE ALKYLATIONENANTIOSELECTIVE SYNTHESIS4+2 ANNULATIONFLUORINETETRAHYDROQUINOLINESCYCLOPENTANONES
제목
Synthesis of Trifluoromethylated 4H-1-Benzopyran Derivatives via Photocatalytic Trifluoromethylation/Oxidation/Conjugate Addition, and Cyclization Sequences of Vinyl Phenols
저자
Jang, JihoonKim, Dae Young
DOI
10.1002/ajoc.202200052
발행일
2022-04
유형
Article
저널명
Asian Journal of Organic Chemistry
11
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