The serendipitous effect of KF in Ritter reaction: Photo-induced amino-alkylation of alkenes
Summary Ritter reaction has been recognized as an elegant strategy to construct the C−N bond. Its key feature is forming the carbocation for nucleophilic attack by nitriles. Herein, we report a complementary visible-light-induced three-component Ritter reaction of alkenes, nitriles, and α -bromo nitriles/esters, thereby providing mild and rapid access to various γ -amino nitriles/acids. Mechanistic studies indicated that traceless fluoride relay, transforming KF into imidoyl fluoride intermediate, is critical for the efficient reaction switch from atom transfer radical addition (ATRA) to the Ritter reaction. This approach to amino-alkylation of alkenes is chemoselective and operationally simple.
研究领域:
有机化学
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合成化学
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DOI
高影响因子
危险品化学品经营许可证（带存储）