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One-pot and divergent synthesis of furo[3,2-c]quinolines and quinazolin-4(3H)-ones via sequential isocyanide-based three-component/Staudinger/aza-Wittig reaction

Sun, Mei; Yu, Yan-Ling; Zhao, Long; Ding, Ming-Wu*
Science Citation Index Expanded
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摘要

A new one-pot and divergent synthesis of multisubstituted furo[3,2-clquinolines and quinazolin-4(3H)-ones via sequential isocyanide-based three-component/Staudinger/aza-Wittig reactions was developed. The three-component reactions of dialkyl acetylenedicarboxylates, 2-azidobenzaldehydes (or 2-azidobenzoic acids) and isocyanides gave the azide intermediates, which were subsequently treated with triphenylphosphine to produce polysubstituted furo[3,2-clquinolines 6 or quinazolin-4(3H)-ones 10 in good overall yields by tandem Staudinger/aza-Wittig reactions.

关键词

furo[3,2-c]quinolines Quinazolin-4(3H)-Ones Three-component reaction Staudinger reaction aza-Wittig reaction Isocyanide