Three-component synthesis of substituted β-(trifluoromethyl)pyrroles via Grob cyclization of 1,1,1-trifluoro-3-nitrobut-2-ene with 1,3-dicarbonylic compounds and ammonia or primary amines

A variety of substituted β-(trifluoromethyl)pyrroles were easily synthesized in good yields by a one-pot, three-component Grob cyclization of 1,1,1-trifluoro-3-nitrobut-2-ene with 1,3-dicarbonyls (ethyl acetoacetate, acetylacetone, benzoylacetone) and ammonia or primary aliphatic amines. © 2012 Elsevier B.V. All rights reserved

Reaction of 2-(trifluoromethyl)chromones with pyridoxal: Formation of 1-benzopyranooxepino- and 1-benzopyranopyranopyridines

Pyridoxal undergoes oxa-Michael initiated ring closure with 2-(trifluoromethyl)chromones giving 11a,13-dihydro-6H-1-benzopyrano[3′, 2′:6,7]oxepino[3,4-c]pyridin-6-ones and 6H,11aH-1-benzopyrano[3′, 2′:5,6]pyrano[2,3-c]pyridin-6-ones. Participation of alcoholic hydroxy group of pyridoxal in the initial oxa-Michael addition leads to the former product and that of the phenyl hydroxy group to the later one. © 2012 Elsevier B.V. All rights reserved