One-pot synthesis of 1-isochromenes and 1,2-dihydroisoquinolines by a sequential isocyanide-based multicomponent/Wittig reaction

A one-pot synthesis of 1 H -isochromenes and 1,2-dihydroisoquinolines by a I-MCR/Wittig sequence was developed. The reaction of phosphonium salt 5 , an acid, an amine (or without), and an isocyanide gave the 1 H -isochromenes 7 or 1,2-dihydroisoquinolines 9 in good yields by a sequential Passerini o...

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Published in:Organic & biomolecular chemistry 2016-02, Vol.14 (8), p.2413-242
Main Authors: Wang, Long, Guan, Zhi-Rong, Ding, Ming-Wu
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Summary:A one-pot synthesis of 1 H -isochromenes and 1,2-dihydroisoquinolines by a I-MCR/Wittig sequence was developed. The reaction of phosphonium salt 5 , an acid, an amine (or without), and an isocyanide gave the 1 H -isochromenes 7 or 1,2-dihydroisoquinolines 9 in good yields by a sequential Passerini or Ugi condensation and an intramolecular Wittig reaction in the presence of K 2 CO 3 . A new sequential isocyanide-based multicomponent/Wittig reaction was developed to construct 1 H -isochromene and 1,2-dihydroisoquinoline derivatives.
ISSN:1477-0520
1477-0539
DOI:10.1039/c5ob02405f