REACTION OF REISSERT COMPOUNDS TETRAFLUOR OBORATE SALTS WITH GEM-DISUBSTITUTED ALPHA,BETA-ETHYLENIC ESTERS - REARRANGEMENT OF THE OBTAINED 3H-PYRROLE DERIVATIVES TO 1H-PYRROLE PRODUCTS

Authors
PERRIN S MONNIER K LAUDE B
Citation
S. Perrin et al., REACTION OF REISSERT COMPOUNDS TETRAFLUOR OBORATE SALTS WITH GEM-DISUBSTITUTED ALPHA,BETA-ETHYLENIC ESTERS - REARRANGEMENT OF THE OBTAINED 3H-PYRROLE DERIVATIVES TO 1H-PYRROLE PRODUCTS, Bulletin des Societes chimiques belges, 105(12), 1996, pp. 777-783
Citations number
21
Categorie Soggetti
Chemistry
Journal title
Bulletin des Societes chimiques belges → ACNP
ISSN journal
00379646
Volume
105
Issue
12
Year of publication
1996
Pages
777 - 783
Database
ISI
SICI code
0037-9646(1996)105:12<777:RORCTO>2.0.ZU;2-J
Abstract
3H-Pyrrole-3-carboxylic esters 8 have been prepared by reaction of sui tably gem-disubstituted alpha,beta-ethylenic esters 3 with two Reisser t compound tetrafluoroborate salts. Prolonged heating in toluene conve rts the 3H-pyrroles 8 quantitatively into isomeric 4-esters of 1H-pyrr ole 9 via a [1,5] sigmatropic rearrangement.