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

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<sub>3</sub> radical to an olefin to forge a nucleophilic <i>C</i>-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.

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Publication Details

Journal
Organic Letters
Published
2024-09-30
DOI
https://doi.org/10.1021/acs.orglett.4c03096
Citations
12
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
2.50

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article

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

Sachin, Ankita Thakur, Upendra Sharma, Shiv Shankar Gupta et al.
12 citations
Organic Letters
Fluorine in Organic Chemistry
2.50
article

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

Sachin, Ankita Thakur, Upendra Sharma, Shiv Shankar Gupta, Sumit Sharma
article en
12 citations

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<sub>3</sub> radical to an olefin to forge a nucleophilic <i>C</i>-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.

Organic LettersVol. 26(40)
Institute of Himalayan Bioresource Technology (IN), Academy of Scientific and Innovative Research (IN)
University Grants Commission
Openalex Percentile: Top 11%
Fluorine in Organic Chemistry
2.50
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