Ar. Katritzky et al., NOVEL ROUTES TO 1-ARYL-1,4-DIHYDRO-3(2H)-ISOQUINOLINONES AND 2-SUBSTITUTED OR 2,3-DISUBSTITUTED BENZOFURANS BY INTRAMOLECULAR CYCLIZATIONS, Journal of heterocyclic chemistry, 30(2), 1993, pp. 381-387
N-(alpha-Benzotriazolylalkyl)arylacetamides, readily available from an
arylacetamide, an aldehyde and benzotriazole, undergo intramolecular
cyclization under acidic conditions to give 1-aryl-1,4-dihydro-3(2H)-i
soquinolinones in good to excellent yields. Similarly, 2-(benzotriazol
-1-yl)-2-(o-hydroxyphenyl)ethanols, obtained by lithiation of 2-(benzo
triazol-1-ylmethyl)phenols followed by quenching with aldehydes or ket
ones, eliminate a molecule of water and a molecule of benzotriazole yi
elding 2-substituted and 2,3-disubstituted benzofurans.