THE APPLICATION OF VINYLOGOUS IMINIUM SALTS AND RELATED SYNTHONS TO THE REGIOCONTROLLED PREPARATION OF 2,3-DISUBSTITUTED AND 2,5-DISUBSTITUTED PYRROLES

Authors
GUPTON JT PETRICH SA SMITH LL BRUCE MA VU P DU KX DUENO EE JONES CR SIKORSKI JA
Citation
Jt. Gupton et al., THE APPLICATION OF VINYLOGOUS IMINIUM SALTS AND RELATED SYNTHONS TO THE REGIOCONTROLLED PREPARATION OF 2,3-DISUBSTITUTED AND 2,5-DISUBSTITUTED PYRROLES, Tetrahedron, 52(20), 1996, pp. 6879-6892
Citations number
8
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
52
Issue
20
Year of publication
1996
Pages
6879 - 6892
Database
ISI
SICI code
0040-4020(1996)52:20<6879:TAOVIS>2.0.ZU;2-3
Abstract
The reaction of 1-substituted vinamidinium salts with sarcosine ethyl ester produced 2,3-disubstituted pyrroles; a similar reaction with gly cine ethyl ester gave 2,5-disubstituted pyrroles. Reactions of related three-carbon synthons with sarcosine and glycine were studied under b asic, neutral and acidic conditions which demonstrated the utility of these derivatives for the regiocontrolled preparation of disubstituted pyrroles. Copyright (C) 1996 Elsevier Science Ltd