79491-36-4Relevant articles and documents
Domino Synthesis of 4-Alkylidene-3,4-dihydro-2H-pyrroles from Homopropargyl Sulfonamides and Aldehydes
Amemiya, Sho,Takahashi, Yui,Tsubouchi, Akira,Saito, Akio
, p. 5717 - 5724 (2021/10/30)
Abstract: We describe a domino synthesis of 4-alkylidene-3,4-dihydro-2H-pyrroles from aryl-substituted homopropargyl sulfonamides and aldehydes promoted by cheap and easy-to-handle TsOH ? H2O. The present reactions proceed through cyclocondensation of α-sulfonamidoethyl-α,β-enone intermediates, which are formed by ring-cleavage of 3-acylpyrrolidines corresponding to aza-Prins cyclized intermediates. By controlling the conditions, 3-acylpyrrolidines can be obtained.
Bischler-Napieralski Reaction of N-(4-Aryl-4-hydroxybutyl)benzamides: Synthesis and X Ray Structure of (E)-3-Arylmethylidene-4,5-dihydro-3H-pyrroles
Browne, Elaine J.,Skelton, Brian W.,White, Allan H.
, p. 897 - 904 (2007/10/02)
The N-(4-aryl-4-hydroxybutyl)benzamides (3a,b) have been cyclized under Bischler-Napieralski conditions to the 3-arylmethylidene-4,5-dihydro-3H-pyrroles (4a,b).These products are consistent with the formation of N-(4-arylbut-3-enyl)benzamide intermediates