6533b830fe1ef96bd1296ef2

RESEARCH PRODUCT

Synthesis and Chemical Reactivity of 5-Methoxy-2-vinyl-4-azaindoles

José Sepúlveda-arquesE. Gonzalez-rosendeElena Zaballos-garcíaMohamed Djebouri SidiL. Rodriguez-salvadorR. A. Jones

subject

Dimethyl acetylenedicarboxylatechemistry.chemical_compoundchemistryYield (chemistry)Organic Chemistrytechnology industry and agricultureOrganic 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/10.1080/00397919708006075