Thermolysis of phenyl 3-guaiazulenecarboxyate and the p-acetyl and p-methoxy derivatives.

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概要

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• Thermolysis of <I>p</I>-acetylphenyl 3-guaiazulenecarboxylate (<B>1</B>) results in loss of the ester group. In contrast, thermolysis of phenyl 3-guaiazulenecarboxylate (<B>2</B>) or <I>p</I>-methoxyphenyl 3-guaiazulenecarboxylate (<B>3</B>) gives (i) loss of the ester group, (ii) loss of the 1-methyl group with concomitant rearrangement of the ester group to the 1-position, (iii) interchange of the ester and 1-methyl groups, and (iv) cyclization to 5-isopropyl-7-methyl-1,2-dihydrocyclopenta[<I>c</I>,<I>d</I>]azulen-1-one (<B>9</B>).

• 公益社団法人 日本化学会の論文

著者

• Anderson Jr.

  Department of Chemistry, University of Washington

• Kurokawa Shinji

  Department of Chemistry, Faculty of Education, Saga University

関連論文

• Synthesis of 4,8-dimethyl-5,7-nonamethyleneazulene.
• Thermolysis of phenyl 3-guaiazulenecarboxyate and the p-acetyl and p-methoxy derivatives.
• Synthesis of 2-(1-azulenyl)ethanamine derivatives by aminoethylation of azulenes with aziridines.
• The Thermal Reaction of 3-Formylguaiazulene
• The Thermal Reaction of 3-Acetylguaiazulene with Sulfur
• Synthesis of 2-(4-azulenyl)ethanamine derivatives as a nonbenzenoid analog of biogenic amine.
• The Thermal Reaction of 3-Benzoylguaiazulene and Methyl Guaiazulene-3-carboxylate
• The Reaction of Cadalene and Eudalene with Sulfur

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