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1-Methylimidazole-catalyzed reaction between tosylmethyl isocyanide and dialkyl acetylenedicarboxylates: An efficient synthesis of functionalized pyrroles

Authors :
Adib, Mehdi
Mohammadi, Bagher
Sheikhi, Ehsan
Bijanzadeh, Hamid Reza
Source :
Chinese Chemical Letters; March 2011, Vol. 22 Issue: 3 p314-317, 4p
Publication Year :
2011

Abstract

An efficient 1-methylimidazole-catalyzed synthesis of dialkyl 2-[(4-methylphenyl)sulfonyl]-1H-pyrrole-3,4-dicarboxylates is described. The reactive 1:1 zwitterionic intermediate formed by the addition of 1-methylimidazole to dialkyl acetylenedicarboxylates is trapped by tosylmethyl isocyanide (TOSMIC) to afford the title compounds in excellent yields.

Details

Language :
English
ISSN :
10018417
Volume :
22
Issue :
3
Database :
Supplemental Index
Journal :
Chinese Chemical Letters
Publication Type :
Periodical
Accession number :
ejs23098171
Full Text :
https://doi.org/10.1016/j.cclet.2010.10.032