Journal
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
Volume 14, Issue -, Pages 2789-2798Publisher
BEILSTEIN-INSTITUT
DOI: 10.3762/bjoc.14.256
Keywords
diaryl diselenide; diazo compound; 1H-pyrazole; molecular iodine; multicomponent reaction
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Funding
- FAPERGS [ARD 16/2551-0000358-0, PRONEM 16/2551-0000240-1]
- CNPq
- CAPES
- FINEP
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A one-pot iodine-catalyzed multicomponent reaction has been developed for the selective preparation of 5-amino-4-(arylselanyl)1H-pyrazoles from a diverse array of benzoylacetonitriles, arylhydrazines and diaryl diselenides. The reactions were conducted in MeCN as solvent at reflux temperature under air. The methodology presents a large functional group tolerance to electron-deficient, electron-rich, and bulky substituents and gave the expected products in good to excellent yields. The synthesized 1,3-diphenyl-4-(phenylselanyl)-1H-pyrazol-5-amine was submitted to an oxidative dehydrogenative coupling to produce a diazo compound confirmed by X-ray analysis.
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