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Molecules 2014, 19(4), 4284-4300; doi:10.3390/molecules19044284
Article

Highly Efficient and Diastereoselective Synthesis of New Pyrazolylpyrrolizine and Pyrazolylpyrrolidine Derivates by a Three-Component Domino Process

1,* , 1
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1 Heterocyclic Compounds Research Group, Department of Chemistry, Universidad del Valle, Cali 760032, Colombia 2 Department of Inorganic and Organic Chemistry, Universidad de Jaén, Jaén 23071, Spain
* Author to whom correspondence should be addressed.
Received: 6 February 2014 / Revised: 27 March 2014 / Accepted: 28 March 2014 / Published: 4 April 2014
(This article belongs to the Section Organic Synthesis)
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Abstract

Diastereoselective reactions between 4-formylpyrazoles, N-substituted maleimides and glycine derivates led to new series of pyrazolyldipyrrolo [3,4-a:3',4'-f]pyrrolizines and pyrazolylpyrrolo[3,4-c]pyrroles in good yields. The reactions proceeded by a domino process through azomethine ylides formed in situ via a 1,3-dipolar cycloaddition reaction.
Keywords: dipyrrolo [3,4-a:3',4'-f]pyrrolizines; pyrrolo[3,4-c]pirroles; 1,3-dipolar cycloadditions; multicomponent reactions; domino reactions dipyrrolo [3,4-a:3',4'-f]pyrrolizines; pyrrolo[3,4-c]pirroles; 1,3-dipolar cycloadditions; multicomponent reactions; domino reactions
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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MDPI and ACS Style

Quiroga, J.; Gálvez, J.; Abonia, R.; Insuasty, B.; Ortíz, A.; Cobo, J.; Nogueras, M. Highly Efficient and Diastereoselective Synthesis of New Pyrazolylpyrrolizine and Pyrazolylpyrrolidine Derivates by a Three-Component Domino Process. Molecules 2014, 19, 4284-4300.

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