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Synthesis 2014; 46(18): 2422-2429
DOI: 10.1055/s-0034-1378660
DOI: 10.1055/s-0034-1378660
feature article
Synthesis of 1,3,5-Trisubstituted Pyrazoles by the Cope-Type Hydroamination of 1,3-Dialkynes with Alkylhydrazines
Further Information
Publication History
Received: 30 May 2014
Accepted after revision: 04 July 2014
Publication Date:
29 July 2014 (online)
Abstract
An efficient method to synthesize 1,3,5-trisubstituted pyrazoles was developed. The reaction of 1,3-dialkynes with alkylhydrazines smoothly proceeded in dimethyl sulfoxide under suitable heating conditions to produce 1,3,5-trisubstituted pyrazoles in satisfactory to excellent yields.
Key words
1,3,5-trisubstituted pyrazole - 1,3-dialkyne - alkylhydrazine - synthesis - Cope-type hydroaminationSupporting Information
- for this article is available online at http://www.thieme-connect.com/products/ejournals/journal/ 10.1055/s-00000084.
- Supporting Information
-
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For the reaction of hydrazine with a three-carbon-atom component, see:
For the [3+2] cycloaddition of alkenes/alkynes with 1,3-dipoles, see:
For the transition-metal-catalyzed cross-coupling reactions, see:
For the Cu-catalyzed homocoupling reaction of alkynes, see: