Yb(OTf)介导的环丙烷-1,1-二氰基与2-氨基苯甲醛的环化反应合成多取代喹啉。
Yb(OTf)-Mediated Annulation of Cyclopropane-1,1-dicarbonitriles with 2-Aminobenzaldehydes for Synthesis of Polysubstituted Quinolines.
机构信息
School of Chemistry and Chemical Engineering, Yangzhou University, Yangzhou 225002, P. R. China.
出版信息
Org Lett. 2021 Nov 19;23(22):8799-8803. doi: 10.1021/acs.orglett.1c03301. Epub 2021 Nov 6.
PMID:34743522
Abstract
A Yb(OTf)-mediated annulation of cyclopropane-1,1-dicarbonitriles and 2-aminobenzaldehydes for the synthesis of polysubstituted quinolines in generally good yields was investigated. In the cascade reaction, the protocol includes ring opening, intermolecular nuclophilic addition, intramolecular nuclophilic addition, and demalononitrile aromatization, in which the malononitrile group serves as a deciduous directing group mediated by Yb(OTf).
摘要
研究了 Yb(OTf)介导的环丙烷-1,1-二氰基和 2-氨基苯甲醛的环化反应，以高产率合成多取代喹啉。在级联反应中，该方案包括开环、分子间亲核加成、分子内亲核加成和丙二腈芳构化，其中丙二腈基团作为 Yb(OTf)介导的脱落导向基团。
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