6533b861fe1ef96bd12c56f3

RESEARCH PRODUCT

ChemInform Abstract: Cycloaddition Reactions of 1-tert.-Butyl-4-vinylpyrazole.

Mercedes Medio-simónJosé Sepúlveda-arquesLourdes Piqueres-vidal

subject

Dimethyl acetylenedicarboxylateTert butylchemistry.chemical_compoundIndazolechemistryMethyl propiolateSubstituentGeneral MedicineTetracyanoethyleneMedicinal chemistryCycloaddition

description

1-tert-Butyl-4-vinylpyrazole1 a reacts with dimethyl acetylenedicarboxylate (DMAD), methyl propiolate (MP) and N-phenylmaleimide (NPMI) affording the indazole derivatives2,3, and5 as a result of a Diels-Alder ([4 + 2]) cycloaddition. With diethylazodicarboxylate (DEAZD), tetracyanoethylene (TCNE) and 4-phenyl-1,2,4-triazole-3,5-dione (PTAD) the reaction takes place exclusively through the olefinic substituent and the adducts6,7, and9 were isolated. The alkenylpyrazoles1 b–d reacted withDMAD and N-phenylmaleimide to give polymers.

yearjournalcountryeditionlanguage
1990-04-03ChemInform
https://doi.org/10.1002/chin.199014160