An efficient one-pot synthesis of 3-(aryl and alkyl)methylene-1H-isoindolin-1-ones via aryne cyclization and horner reaction of o-(and m-) halogeno-N-phosphorylmethylbenzamide derivatives

Article abstract of DOI:10.1016/S0040-4020(97)00680-7

A series of 3-(alkyl and aryl)methylene-2,3-dihydro-1H-isoindol-1-one derivatives was synthesized by a one-pot reaction sequence involving lithiation of 2- (or 3-)halogeno-N-phosphoryl-methylbenzamides, cyclization of the aryne intermidiate, metal migration and Horner reaction of the resulting phosphorylated aminocarbanion with selected aromatic and aliphatic aldehydes.