Metal-free assembly of diverse polysubstituted pyridines via an efficient cascade approach using tertiary enaminones and ,-unsaturated sulfonylketimines

Xiang Li,Qiwen Pang, Yang Zhang,Yang Li,Qian-Qian Yang, Xinyu Lin, Xin Xie,Wei Huang

ORGANIC CHEMISTRY FRONTIERS(2024)

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摘要
Herein, we report a metal-free, scalable, and cascade protocol for constructing polysubstituted pyridines from N,N-dimethyl enaminones and alpha,beta-unsaturated sulfonylketimines by cleaving C-N/N-S bonds. This efficient methodology (up to 96% yield) assembles multi-substituted pyridines, including those containing pharmacologically important cores, via cycloaddition rather than a radical pathway. Significantly, this is a rare example of rapidly forming polysubstituted pyridines under metal-free conditions through C-N/N-S bond cleavage of tertiary enaminones.
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