The Thermal Reaction of 3-Benzoylguaiazulene and Methyl Guaiazulene-3-carboxylate

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概要

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• 3-Benzoylguaiazulene (I) and methyl guaiazulene-3-carboxylate (XI) were heated at 250–260°C. From 3-benzoylguaiazulene we obtained, besides S-guaiazulene (II), three new azulenoids, which were established to be 2-benzoylguaiazulene (III), 1-benzoyl-7-isopropyl-3,4-dimethylazulene (IVa) and 2-benzylguaiazulene (V). On the other hand, the products yielded from methyl guaiazulene-3-carboxylate, together with S-guaiazulene, were elucidated to be methyl 7-isopropyl-3,4-dimethylazulene-1-carboxylate (XII) and methyl guaiazulene-2-carboxylate (XIII). In addition to the loss and the migration of the acyl group, the exchange of acyl and methyl groups in the five-membered ring took place in both acylguaiazulenes, as well as in the case of 3-acetylguaiazulene reported earlier. Moreover, the reduction of the acyl group was also observed in 3-benzoylguaiazulene.

• 公益社団法人 日本化学会の論文

著者

• Hayashi Shuichi

  Department Of Applied Chemistry. Faculty Of Engineering Toyama University

• Hashimoto Mamoru

  Department Of Applied Chemistry Faculty Of Engineering Kyushu Institute Of Technology

• Kurokawa Shinji

  Department of Chemistry, Faculty of Education, Saga University

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