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Synthesis and Chemical Reactivity of 5-Methoxy-2-vinyl-4-azaindoles |
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| Authors: | Lourdes Rodriguez-Salvador Elena Zaballos-Garcia Eugenia Gonzalez-Rosende Mohamed Djebouri Sidi José Sepúlveda-Arques R Alan Jones |
| Institution: | 1. Departament de Quimica Organica , Facultat de Farmàcia, Universitat de València , Av Vicent Andréa Estellés, 46100, Burjassot, València, Spain;2. School of Chemical Sciences , University of East Anglia , Norwich, NR4 7TJ, UK |
| 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. |
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