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

Ji‐Hoon Jang, Dae Young Kim

2022Asian Journal of Organic Chemistry10 citationsDOI

Abstract

Abstract 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 4 H ‐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.

Topics & Concepts

ChemistryTrifluoromethylationReagentBenzopyransPhenolsConjugateQuinoneOrganic chemistryBenzopyranMedicinal chemistryTrifluoromethylMathematical analysisAlkylMathematicsSynthesis of Indole DerivativesFluorine in Organic ChemistryRadical Photochemical Reactions
Synthesis of Trifluoromethylated 4 <i>H</i> ‐1‐Benzopyran Derivatives via Photocatalytic Trifluoromethylation/Oxidation/Conjugate Addition, and Cyclization Sequences of Vinyl Phenols | Litcius