Thermal Rearrangements of Cyclic Amine Ylides. V. Thermolysis of 6-Ethynyl-1-methyl-1,2,5,6-tetrahydropyridine N-Imides and N-Ylides

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概要

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• The thermolysis of the N-imides (14,15) of 6-ethynyl-1-methyl-1,2,5,6-tetrahydropyridines (11) resulted in [2,3]-sigmatropic rearrangement with either the triple bond or the double bond in the ring to give the dihydro-1,2-diazonines (16) presumably via the allenic intermediates (19) and the tetrahydropyrazoles (17,18). On the other hand, the N-ylides (26) of 11 gave the allenic compounds (27) and the Hofmann elimination products (28). Heating the N-oxides of 11 resulted in decomposition to give no characterizable products. The mechanisms, including stereochemistry, of these thermal reactions are discussed.

• 公益社団法人日本薬学会の論文
• 1984-11-25

著者

• 土屋 隆

  School of Pharmacy, Hokuriku University

• 指田 春喜

  School of Pharmacy, Hokuriku University

• 指田 春喜

  北陸大学薬学部

• 指田 春喜

  Faculty Of Pharmaceutical Sciences Hokuriku University

• 土屋 隆

  Faculty Of Pharmaceutical Sciences Hokuriku University

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