0000000000255697
AUTHOR
R. A. Jones
ChemInform Abstract: Synthesis and Chemical Reactivity of 5-Methoxy-2-vinyl-4-azaindoles.
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.
Synthesis and Chemical Reactivity of 5-Methoxy-2-vinyl-4-azaindoles
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.
Pyrrole Studies. Part 40.1Synthesis of 2- and 3-Substitoted 1-Methylindoles from Vinylpyrroles.
Abstract 4-Substituted-2-vinylpyrroles are more reactive than 2-substituted-4-vinylpyrroles in their reaction with DMAD to yield, respectively, 6/7- and 4,5-dihydroindoles, which are readily dehydrogenated to give indoles possessing electron-withdrawing substitutents at the 3- and 2-positions.