One-Pot, Three-Component Approach to the Synthesis of 3,4,5-Trisubstituted Pyrazoles

An operationally simple and high yielding protocol for the synthesis of polyfunctional pyrazoles has been developed through one-pot, three-component coupling of aldehydes, 1,3-dicarbonyls, and diazo compounds as well as tosyl hydrazones. The reaction proceeds through a tandem Knoevenagel condensatio...

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Bibliographic Details
Published in:	Journal of organic chemistry Vol. 80; no. 9; pp. 4325 - 4335
Main Authors:	Kamal, Ahmed, Sastry, K. N. Visweswara, Chandrasekhar, D, Mani, Geeta Sai, Adiyala, Praveen Reddy, Nanubolu, Jagadeesh Babu, Singarapu, Kiran Kumar, Maurya, Ram Awatar
Format:	Journal Article
Language:	English
Published:	United States American Chemical Society 01-05-2015
Subjects:	Aldehydes - chemistry Azo Compounds - chemistry Ketones - chemistry Molecular Structure Pyrazoles - chemical synthesis Pyrazoles - chemistry
Online Access:	Get full text
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Summary:	An operationally simple and high yielding protocol for the synthesis of polyfunctional pyrazoles has been developed through one-pot, three-component coupling of aldehydes, 1,3-dicarbonyls, and diazo compounds as well as tosyl hydrazones. The reaction proceeds through a tandem Knoevenagel condensation, 1,3-dipolar cycloaddition, and transition metal-free oxidative aromatization reaction sequence utilizing molecular oxygen as a green oxidant. The scope of the reaction was studied by varying the aldehyde, 1,3-dicarbonyl, and diazo component individually.
Bibliography:	ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23
ISSN:	0022-3263 1520-6904
DOI:	10.1021/jo502946g