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Synthesis of cyclic dienamide using ruthenium-catalyzed ring-closing metathesis of ene-ynamide
Authors:Miwako Mori  Hideaki Wakamatsu  Yukako Sato  Yoshihiro Sato
Affiliation:a Health Sciences University of Hokkaido, Ishikari-Tobetsu, Hokkaido 061-0293, Japan
b Tohoku Pharmaceutical University, 4-4-1 Komatsushima, Aoba-ku, Sendai 981-8558, Japan
c Graduate School of Pharmaceutical Sciences, Hokkaido University, Sapporo 060-0812, Japan
Abstract:Ring-closing metathesis of ene-ynamide, which has alkene and ynamide moieties in a molecule, using a second-generation ruthenium carbene complex produced nitrogen-containing heterocycles, which have a dienamide moiety, in high yields. Diels-Alder reaction of the cyclized product with dienophile proceeded smoothly to give an indole or quinoline derivative in high yield.
Keywords:Ene-ynamide   Dienamide   Enyne metathesis   Indole   Quinoline   Ethylene
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