Autor: |
Upreti, Ganesh Chandra, Singh, Tavinder, Khanna, Kirti, Sahoo, Debasish, Singh, Anand |
Zdroj: |
Organic Letters; May 2024, Vol. 26 Issue: 17 p3652-3656, 5p |
Abstrakt: |
Herein we report a visible-light-induced, a-aminoalkyl radical-mediated cascade reaction of 1,7-enynes that establishes a unique ring-closing enyne transformation pathway which occurs with concomitant loss of a methylene moiety. The a-aminoalkyl radical derived from N,N-dimethylaniline was demonstrated to be a traceless promoter of enyne reorganization leading to 4-alkylquinolinones. The reaction can also be extended to nitrile-substituted acrylamide systems, leading to carbostyrils. Experiments with deuterated N,N-dimethylaniline-d6(PhN(CD3)2) established the involvement of 1,5-H atom transfer in the mechanism. |
Databáze: |
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