6533b7d5fe1ef96bd1264570

RESEARCH PRODUCT

ChemInform Abstract: Synthesis and Chemical Reactivity of 5-Methoxy-2-vinyl-4-azaindoles.

José Sepúlveda-arquesMohamed Djebouri SidiElena Zaballos-garcíaR. A. JonesL. Rodriguez-salvadorE. Gonzalez-rosende

subject

Dimethyl acetylenedicarboxylatechemistry.chemical_compoundAddition reactionchemistryYield (chemistry)technology industry and agricultureGeneral MedicineMedicinal chemistryDerivative (chemistry)Adduct

description

Abstract 2-Vinyl-4-azaindoles are less reactive with dienophiles than 2-vinylindoles. 5-Methoxy-2-vinyl-4-azaindole 2a and its 1-methyl derivative 2a reacts with N-phenylmaleimide to yield cycloadducts only under vigorous conditions. 2b produces a cycloadduct with dimethyl acetylenedicarboxylate, while 2a yields a Michael-type adduct. Reactions with more reactive dienophiles gave only polymeric products.

https://doi.org/10.1002/chin.199729140