Amidyl radical-mediated aminodifluoroallylation of alkenes via photoredox catalysis

文献情報

出版日 2021-09-18

DOI 10.1039/D1QO01208H

インパクトファクター 5.281

著者

Jia-Lin Tu, Jia-Wen Yang, Wei Xu, Ma Su

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要旨

Nitrogen-containing heterocycles are prevalent in both natural and synthetic bioactive molecules. We report herein an unprecedented protocol for the radical aminodifluoroallylation of alkenes with pendent N-aryl amides via synergistic photoredox and Brønsted base catalysis, furnishing gem-difluoroalkene-containing N-heterocycles with high diversity. The reaction proceeds through a cascade of PCET (proton-coupled electron transfer)-based amidyl radical formation, 5-exo cyclization, coupling with trifluoromethyl alkenes, and β-fluoride elimination. Moreover, this transformation exhibits wide functional-group compatibility and occurs under redox-neutral conditions.

掲載誌

Organic Chemistry Frontiers

CiteScore: 7.8

自己引用率: 8.7%

年間論文数: 724

Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

Amidyl radical-mediated aminodifluoroallylation of alkenes via photoredox catalysis

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