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Visible-Light-Mediated Trifluoroalkylation of Isoquinolines via Three-Component Minisci-Type Reaction

Ankita Thakur, Shiv Shankar Gupta, Sumit, Sachin, Upendra Sharma

2024Organic Letters14 citationsDOI

Abstract

A sustainable photocatalytic approach has been established for trifluoroalkylation of isoquinoline via a three-component Minisci-type reaction using a green solvent. The polarity reversal radical cascade strategy renders the selective addition of an electrophilic CF 3 radical to an olefin to forge a nucleophilic C -centered radical. This multicomponent approach is operationally simple and environmentally benign with various functional groups, viz. aldehydes, acetals, amides, and halides. Mechanistic investigations were carried out to elaborate the reductive quenching catalytic pathway.

Topics & Concepts

ChemistryComponent (thermodynamics)Visible spectrumCombinatorial chemistryPhotochemistryOptoelectronicsPhysicsThermodynamicsFluorine in Organic ChemistryRadical Photochemical ReactionsSulfur-Based Synthesis Techniques