Photocatalytic intramolecular radical cyclization involved synergistic SET and HAT: synthesis of 3,3-difluoro-γ-lactams

文献信息

发布日期 2020-12-16

DOI 10.1039/D0QO01188F

影响因子 5.281

作者

Xiaohui Zhuang, Xiayue Shi, Rui Zhu, Bin Sun

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摘要

A mild and metal-free protocol for visible-light induced intramolecular radical cyclization of N-allyl(propargyl)-2-bromo-2,2-difluoro-N-arylacetamide has been developed. This strategy showed excellent regioselectivity and simple operation to synthesize 4-substituted 3,3-difluoro-γ-lactams with a broad substrate scope. Moreover, mechanistic studies revealed that this transformation proceeded through a cascade radical-type cyclization and hydrogen atom transfer process with PMDETA as a hydrogen-atom donor.

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来源期刊

Organic Chemistry Frontiers

CiteScore: 7.8

自引率: 8.7%

年发文量: 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