Rearrangements of Dewar 4-pyrimidinones and 4-methoxy-2-azetidinones. Reactions through azetidinyl and acyl cations

…, T Takahashi, M Nagata, T Yamazaki

Index: Hirokami, Shun-ichi; Takahashi, Tamiko; Nagata, Masanori; Yamazaki, Takao Journal of Organic Chemistry, 1987 , vol. 52, # 12 p. 2455 - 2468

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Citation Number: 16

Abstract

Irradiation of 2, 3, 6-trialkyl-4-pyrimidinones 1 and the thermal reactions of the Dewar 4- pyrimidinones 2 in aliphatic carboxylic acid solutions gave the corresponding tetraalkylppimidinium-5-carboxylates 3. The structures of the betaines 3 were established by spectroscopic and chemical methods. The 13C-labeling experiments indicated that the carboxy carbon atom of the carboxylic acid is incorporated in the 2 position of the ...