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Communication | Regular issue | Vol 19, No. 3, 1982, pp.499-502
Published online, 1st January, 1970
DOI: 10.3987/R-1982-03-0499
Formation of Novel 1:3 Molar Adducts in the High Pressure Reaction of 2(1H)-Pyridones with Dimethyl Acetylenedicarboxylate

Kiyoshi Matsumoto, Yukio Ikemi, Shun’kichi Nakamura, Takane Uchida, and R. Morrin Acheson

*Graduate School of Human and Environmental Studies, Kyoto University, Yoshida-Nihonmatsu-cho, Sakyo-ku, Kyoto 606-8501, Japan


The high pressure (10-15 kbar) reaction of N-substituted 2(1H)-pyridones possessing bulky groups such as cyclohexenyl, isopropyl, and phenyl with dimethyl acetylenedicarboxylate each yielded only one isomer of a 1: 3 molar adduct along with a 1: 1 adduct while N-methyl- and N-benzyl-2(1H)-pyridones each gave isomeric mixtures of 1: 3 molar adducts together with a 1: 1 molar adduct. The formation of these 1: 3 molar adducts is discussed.