Tetrahedron Letters p. 3658 - 3661 (2017)
Update date:2022-07-30
Topics:
Lu, Lingling
Zhou, Pan
Hu, Biao
Li, Xiang
Huang, Rong
Yu, Fuchao
We report herein an improved Pfitzinger reaction for the synthesis of highly functionalized quinaldines from 1,3-dicarbonyl compounds, isatins and alcohols mediated by TMSCl. This synthesis involves cyclization and esterification in one-step cascade process for the formation of a carboxylate (CO2R) at the 4-position of quinaldine ring. Moreover, this procedure shows highly efficient, good functional group tolerance, operational simplicity, environment-friendly and feasibility of scale up.
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