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.
Current Microwave Chemistry
Title:One-pot, Solvent-free Cascade Michael-reductive Cyclization Reaction for the Synthesis of Ethyl 3,5-disubstituted-1H-pyrrole-2-carboxylates Under Microwave Irradiation
Volume: 1 Issue: 2
Author(s): Rajni Khajuria and Kamal K. Kapoor
Affiliation:
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.
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.
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Cite this article as:
Khajuria Rajni and Kapoor K. Kamal, One-pot, Solvent-free Cascade Michael-reductive Cyclization Reaction for the Synthesis of Ethyl 3,5-disubstituted-1H-pyrrole-2-carboxylates Under Microwave Irradiation, Current Microwave Chemistry 2014; 1 (2) . https://dx.doi.org/10.2174/2213335601666140620221842
DOI https://dx.doi.org/10.2174/2213335601666140620221842 |
Print ISSN 2213-3356 |
Publisher Name Bentham Science Publisher |
Online ISSN 2213-3364 |
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Microwave irradiation technology has numerous applications in organic synthesis, pharmaceuticals, and the development of nanocarriers. To date, microwave-assisted reactions have garnered significant attention in synthesizing drug delivery carriers. Considering the advantages of microwave-assisted reactions, such as high percentage yield, shorter reaction time, and compound purity; microwave-assisted technology holds promise in ...read more
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