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Communication | Regular issue | Vol 26, No. 4, 1987, pp.863-867
Published online, 1st January, 1970
DOI: 10.3987/R-1987-04-0863
Cycloaddition Reaction of 1,2,4-Triazolium Phenacylides with Cinnamic Esters

Gheorghe Surpateanu, Alain Lablache-Combier, Pierre Grandclaudon, and Bernard Mouchel

*Laboratoire de Chimie Organique, Faculté de Technologie Chimiqui, Institut Polytechnique de Iasi, Splai Bahlui Stg .71, 6600 Iasi, Romania

Abstract

1,2,4-Triazolium phenacylides generated in situ from the corresponding 1,2,4- triazoliumsalts reacted with cinnamic esters to afford tetrahydropyrroiotriazoie derivatives. These [3+2] dipolar cycloaddition reactions occur stereo- and regiospecific, giving only derivatives of the type (4a-d). The stereo- and regiochemistry of these products was mainly elucidated by 1H-NMR, 13C-NMR and DEPT analysis.