Cycloadditions with 1-phenyl-5-vinylpyrazole
Authors:
- Mercedes Medio-SimónMMMercedes Medio-Simón
- M. José Alvarez de LaviadaMLM. José Alvarez de Laviada
- José Seqúlveda-ArquesJSJosé Seqúlveda-Arques
- 1 January 1990
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 10,p. 2749-2750
Abstract
1-Phenyl-5-vinylpyrazole reacts with dimethylacetylenedicarboxylate (DMAD), N-phenylmaleimide (NPMI), tetracyanoethylene (TCNE), 4-phenyl-1,2,4-triazoline-3,5-dione (PTAD), and diethyl azodicarboxylate (DEAZD) to afford 1:1 adducts through Diels–Alder cycloadditions. Ene reaction products were not detected in these reactions. Treatment of the dihydroindazole from the reaction with DMAD, gave the corresponding indazole. In the reactions with methyl propiolate (MP) a 1:2 adduct was obtained from a double Diels–Alder reaction followed by extrusion of ethylene.Keywords
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