A1 Refereed original research article in a scientific journal

One-pot synthesis of 3,4-disubstituted 1H-pyrroles from 2-tropanones




AuthorsAiraksinen AJ, Ahlgren M, Vepsalainen J

PublisherAMER CHEMICAL SOC

Publication year2002

JournalJournal of Organic Chemistry

Journal name in sourceJOURNAL OF ORGANIC CHEMISTRY

Journal acronymJ ORG CHEM

Volume67

Issue14

First page 5019

Last page5021

Number of pages3

ISSN0022-3263

DOIhttps://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.



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