Please use this identifier to cite or link to this item: http://hdl.handle.net/20.500.12779/6512
Title: Synthesis of 1,​2,​3-​substituted pyrroles from propargylamines via a one-​pot tandem enyne cross metathesis-​cyclization reaction
Authors: Chachignon, Helene
Scalacci, Nicolo
Petricci, Elena 
Castagnolo, Daniele
Keywords: pyrrole derivatives;microwave chemistry, sonochemistry, mechanochemistry;cycloaddition reactions;metathesis reactions
Issue Date: 2015
Project: None 
Journal: JOURNAL OF ORGANIC CHEMISTRY
Abstract: 
Enyne cross metathesis of propargylamines with ethyl vinyl ether enables the one-pot synthesis of substituted pyrroles. A series of substituted pyrroles, bearing alkyl, aryl, and heteroaryl substituents, has been synthesized in good yields under microwave irradiation. The reactions are rapid and procedurally simple and also represent a facile entry to the synthetically challenging 1,2,3-substituted pyrroles. The value of the methodology is further corroborated by the conversion of pyrroles into 3-methyl-pyrrolines and the derivatization of the 3-methyl-substituent arising from the metathesis reaction.
Description: 
143728
URI: http://hdl.handle.net/20.500.12779/6512
ISSN: 0022-3263
DOI: 10.1021/acs.joc.5b00222
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