6533b85bfe1ef96bd12bb3c2

RESEARCH PRODUCT

Facile Preparation of 3-Amino-4-(arylamino)-1H-isochromen-1-ones by a New Multicomponent Reaction

Dorota FerencTill Opatz

subject

chemistry.chemical_compoundNucleophileNitrilechemistryYield (chemistry)Organic ChemistryCondensationStrecker amino acid synthesisOrganic chemistryPhysical and Theoretical Chemistry

description

Reactions between 2-formylbenzoic acid, various anilines and HCN result in the formation of 3-amino-4-(arylamino)-1H-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)

https://doi.org/10.1002/ejoc.200400685