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Direct Synthesis of 4‐Organylselanylpyrazoles by Copper‐ Catalyzed One‐Pot Cyclocondensation and CH Bond Selenylation Reactions
Author(s) -
Oliveira Daniela H.,
Aquino Thalita B.,
Nascimento José Edmilson R.,
Perin Gelson,
Jacob Raquel G.,
Alves Diego
Publication year - 2015
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201500625
Subject(s) - chemistry , catalysis , copper , bromide , combinatorial chemistry , selenium , one pot synthesis , organic chemistry
Abstract We describe herein an efficient protocol to synthesize selanyl‐substituted pyrazoles by cyclocondensation and copper‐catalyzed direct CH bond selenation reactions. The products were obtained in moderate to excellent yields by the one‐pot multicomponent reactions of hydrazines, 1,3‐diketones and diorganyl diselenides, using catalytic amounts of copper bromide and bipyridine. These reactions tolerated a range of substituents in the starting materials and proved to be an efficient methodology for combinatorial synthesis of new selenium‐containing pyrazoles with potential applications in biological studies.