THEORETICAL-STUDY OF THE REACTION OF DIMETHYL ACETYLENEDICARBOXYLATE WITH 1-METHYL-2-(1-SUBSTITUTED VINYL)PYRROLES

Authors
DOMINGO LR JONES RA PICHER MT SEPULVEDAARQUES J
Citation
Lr. Domingo et al., THEORETICAL-STUDY OF THE REACTION OF DIMETHYL ACETYLENEDICARBOXYLATE WITH 1-METHYL-2-(1-SUBSTITUTED VINYL)PYRROLES, Tetrahedron, 51(32), 1995, pp. 8739-8748
Citations number
11
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
51
Issue
32
Year of publication
1995
Pages
8739 - 8748
Database
ISI
SICI code
0040-4020(1995)51:32<8739:TOTROD>2.0.ZU;2-B
Abstract
A theoretical study of the transition structure for the electrophilic attack step of the 1-methyl-2-vinylpyrrole to dimethyl acetylenedicarb oxylate is reported with analytical gradients at AM1 and PM3 semi-empi rical levels and ab initio at 3-21G level. The geometry, electronic st ructure, and vector components are qualitatively computer level and mo del independent. The competition of the Michael addition reactions and Diels-Alder reactions of 1-methyl-2-(1-substituted vinyl)pyrroles wit h dimethyl acetylenedicarboxylate has been studied at the PM3 semi-emp irical level.