PYRROLOBENZOXAZEPINE RING CONSTRUCTION THROUGH METALATION AND ELECTROPHILIC SUBSTITUTION OF N-(2-HYDROXYMETHYLPHENYL)PYRROLE

Authors
SCHLOSSER M FAIGL F
Citation
M. Schlosser et F. Faigl, PYRROLOBENZOXAZEPINE RING CONSTRUCTION THROUGH METALATION AND ELECTROPHILIC SUBSTITUTION OF N-(2-HYDROXYMETHYLPHENYL)PYRROLE, Tetrahedron, 50(7), 1994, pp. 2071-2076
Citations number
11
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
50
Issue
7
Year of publication
1994
Pages
2071 - 2076
Database
ISI
SICI code
0040-4020(1994)50:7<2071:PRCTMA>2.0.ZU;2-O
Abstract
N-(2-Hydroxymethylphenyl)pyrrole was found to be amenable to selective alpha-metalation. Trapping with a variety of electrophilic reagents a fforded the expected products with moderate to high yields. Derivative s formed by treatment of the organometallic intermediate with aldehyde s, ketones or carbon dioxide could be cyclized to give pyrrolobenzoxaz epines.