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Communication | Regular issue | Vol 14, No. 8, 1980, pp.1111-1114
Published online, 1st January, 1970
DOI: 10.3987/R-1980-08-1111
Facile α,β’-Annelation of 1,6-Dihydro-3(2H)-pyridinones with 1,3-Dicarbonyl Compounds. A New Synthetic Method for 2-Azabicyclo[2.2.2]octan-6-ones

Takeshi Imanishi, Hiroaki Shin, Miyoji Hanaoka,* Takefumi Momose, and Ichiro Imanishi

*Faculty of Pharmaceutical Scicences, Kanazawa University, 13-1 Takara-machi, Kanazawa 920-0934, Japan

Abstract

On treatment of N-substituted 1,6-dihydro-3(2H)-pyridinones with 1,3-dicarbonyl compounds proceeded a facile α,β’-annelation to give the 2-azabicyclo[2.2.2]octan-6-ones under a basic condition, while the reaction with dimethyl acetonedicarboxylate afforded a 3-azabicyclo[3.3.1]nonanone.