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Synthesis of 2‐Amino‐3‐cyano‐4 H ‐chromene‐4‐carboxamide Derivatives by an Isocyanide‐Based Domino Conjugate Addition/O‐Trapping Rearrangement Sequence
Author(s) -
Gyuris Márió,
Madácsi Ramóna,
Puskás László G.,
Tóth Gábor K.,
Wölfling János,
Kanizsai Iván
Publication year - 2011
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201001502
Subject(s) - chemistry , conjugate , isocyanide , intramolecular force , domino , carboxamide , trapping , stereochemistry , combinatorial chemistry , medicinal chemistry , organic chemistry , catalysis , mathematical analysis , ecology , mathematics , biology
An efficient, one‐pot domino synthesis of new 2‐amino‐3‐cyano‐4 H ‐chromene‐4‐carboxamide derivatives has been developed by the acid‐induced conjugate addition of isocyanides to 2‐imino‐2 H ‐chromene‐3‐carboxamides, followed by an intramolecular O‐trapping rearrangement, with yields up to 92 %. This newly established protocol was also used in multicomponent (3CR) mode.