SYNTHETIC STUDIES ON INDOLES AND RELATED-COMPOUNDS .38. BETA-ACYLATION OF ETHYL PYRROLE-2-CARBOXYLATE BY FRIEDEL-CRAFTS ACYLATION - SCOPE AND LIMITATIONS

Authors
TANI M ARIYASU T NISHIYAMA C HAGIWARA H WATANABE T YOKOYAMA Y MURAKAMI Y
Citation
M. Tani et al., SYNTHETIC STUDIES ON INDOLES AND RELATED-COMPOUNDS .38. BETA-ACYLATION OF ETHYL PYRROLE-2-CARBOXYLATE BY FRIEDEL-CRAFTS ACYLATION - SCOPE AND LIMITATIONS, Chemical and Pharmaceutical Bulletin, 44(1), 1996, pp. 48-54
Citations number
20
Categorie Soggetti
Pharmacology & Pharmacy",Chemistry
Journal title
Chemical and Pharmaceutical Bulletin → ACNP
ISSN journal
00092363
Volume
44
Issue
1
Year of publication
1996
Pages
48 - 54
Database
ISI
SICI code
0009-2363(1996)44:1<48:SSOIAR>2.0.ZU;2-X
Abstract
The Friedel-Crafts acylation of ethyl pyrrole-2-carboxylate (3) was st udied under several conditions using various Lewis acids and acyl chlo rides, The acylation with various acyl chlorides in the presence of al uminum chloride gave exclusively ethyl 4-acylpyrrole-2-carboxylate (5) , whereas weaker Lewis acids such as zinc chloride and boron trifluori de etherate gave a mixture of ethyl 4- and 5-acylpyrrole-2-carboxylate s.