A1 Refereed original research article in a scientific journal
One-pot synthesis of 3,4-disubstituted 1H-pyrroles from 2-tropanones
Authors: Airaksinen AJ, Ahlgren M, Vepsalainen J
Publisher: AMER CHEMICAL SOC
Publication year: 2002
Journal: Journal of Organic Chemistry
Journal name in source: JOURNAL OF ORGANIC CHEMISTRY
Journal acronym: J ORG CHEM
Volume: 67
Issue: 14
First page : 5019
Last page: 5021
Number of pages: 3
ISSN: 0022-3263
DOI: https://doi.org/10.1021/jo0257703
Abstract
3,4-Disubstituted pyrroles (2, 3) were prepared from 6/7-carboxyethyl-3-phenyl-3-tropen-2-ones (1) regioselectively and with high yields by using tosylmethyl isocyanide (TosMIC). This procedure enables the synthesis of pyrroles substituted with two distinct groups: a phenyl group and a substituted pyrrolidine analogue. The crystal structure of product 2a was determined, and the analogous derivatives were identified by H-1 and C-13 NMR spectroscopy.
3,4-Disubstituted pyrroles (2, 3) were prepared from 6/7-carboxyethyl-3-phenyl-3-tropen-2-ones (1) regioselectively and with high yields by using tosylmethyl isocyanide (TosMIC). This procedure enables the synthesis of pyrroles substituted with two distinct groups: a phenyl group and a substituted pyrrolidine analogue. The crystal structure of product 2a was determined, and the analogous derivatives were identified by H-1 and C-13 NMR spectroscopy.