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Facile Preparation of 3‐Amino‐4‐(arylamino)‐1 H ‐isochromen‐1‐ones by a New Multicomponent Reaction
Author(s) -
Opatz Till,
Ferenc Dorota
Publication year - 2005
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.200400685
Subject(s) - chemistry , yield (engineering) , nitrile , nucleophile , nucleophilic addition , carboxylate , condensation , medicinal chemistry , condensation reaction , carbon fibers , combinatorial chemistry , organic chemistry , catalysis , materials science , physics , composite number , metallurgy , composite material , thermodynamics
Reactions between 2‐formylbenzoic acid, various anilines and HCN result in the formation of 3‐amino‐4‐(arylamino)‐1 H ‐isochromen‐1‐ones in high yield. The mechanism of this three‐component condensation involves the intermediate formation of an α‐aminonitrile and subsequent cyclization through nucleophilic attack of the ortho ‐carboxylate at the nitrile carbon. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)