One-pot, Solvent-free Cascade Michael-reductive Cyclization Reaction for the Synthesis of Ethyl 3,5-disubstituted-1H-pyrrole-2-carboxylates Under Microwave Irradiation

Author(s): Rajni Khajuria, Kamal K. Kapoor.

Journal Name:Current Microwave Chemistry

Volume 1 , Issue 2 , 2014

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Abstract:

An efficient, one-pot, solvent-free synthesis of ethyl 3,5-disubstituted-1H-pyrrole-2-carboxylate is achieved by a reaction of 1,3-disubstituted propen-2-one and ethylnitroacetate, in presence of diethylamine (Et2NH) and triethylphosphite (P(OEt)3) under microwave (MW) irradiation via cascade Michael-reductive cyclization. The mechanistic outcome of the reaction has also been described. This protocol establishes an easy access to disubstituted-1H-pyrrole-2- carboxylates in one pot.

Keywords: 1, 3-disubstituted propen-2-ones, cascade, diethylamine, ethyl 3, 5-disubstituted-1H-pyrrole-2-carboxylates, ethylnitroacetate, Michael-reductive cyclization, MW irradiation, one-pot, solvent-free, triethylphosphite.

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Article Details

VOLUME: 1
ISSUE: 2
Year: 2014
Page: [110 - 118]
Pages: 9
DOI: 10.2174/2213335601666140620221842