Reactions of 3-acetyltropolone methyl ethers with 1,2-cyclohexanediamine.
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概要
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3-Acetyl-2-methoxytropone reacted with 1,2-cyclohexanediamine (<B>2</B>) (a mixture of <I>cis</I> 60% and <I>trans</I> 40%) to give four <I>cis</I>-<I>trans</I> pairs of 6-acetyl-5<I>H</I>-1,2,3,4,4a,11a-hexahydrocyclohepta[<I>b</I>]quinoxaline (<B>3</B>), 6-acetyl-9-formyl-1,2,3,4,4a,5,10,10a-octahydrophenazine (<B>4</B>), 6-acetyl-1,2,3,4,4a,5,10,10a-octahydrophenazine (<B>5</B>), and 1-methyl-6<I>H</I>-6a,7,8,9,10,10a-hexahydropyrrolo[3,2,1-<I>de</I>]phenazine (<B>6</B>). The reaction of 2-acetyl-7-methoxytropone with <B>2</B> gave <I>cis</I>- and <I>trans</I>-<I>N</I>,<I>N</I>′-bis(6-acetyl-7-oxo-1,3,5-cycloheptatrienyl)-1,2-cyclohexanediamine, besides the above products. The <I>cis</I>- and <I>trans</I>-isomers of <B>4</B>, <B>5</B>, and <B>6</B> were secondary products from the <I>cis</I>- and <I>trans</I>-isomers of <B>3</B>, respectively.
- 公益社団法人 日本化学会の論文
著者
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IMAFUKU Kimiaki
Department of Chemistry, Faculty of Science, Kumamoto University
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Sudoh Yasunori
Department of Chemistry, Faculty of Science, Kumamoto University
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Sudoh Yasunori
Department of Chemistry, Faculty of Science, Kumamoto Universuty
関連論文
- Synthesis of Tropolone Glucopyranosides
- Synthesis and reactions of 2-arylhydrazinotropones. I. Preparation of 2-(2-arylhydrazino)tropones and the 4-substituted derivatives.
- Synthesis and reactions of 2-arylhydrazinotropones. II. Synthesis of 5-aryltropolones and B-ring-open colchicine analogues via benzidine type rearrangement of 2-(2-arylhydrazino)tropones.
- Reactions of 3-acetyltropolone and its methyl ethers with methylhydrazine.
- Substituent effect on the dissociation constants of 5-(substituted styryl)-2-aminotropones.
- Rearrangements in the Palladium-Catalyzed Dehydrogenation of Cyclohexylphenols to Phenylphenols
- Substituent effects on 6-substituted 3-hydroxy-1-methyl-4-pyridones.
- Reactions of 3-(2-methyl-1,3-dioxolan-2-yl)tropolone methyl ethers with hydrazines, thiourea, guanidine, and amidines.
- A convenient synthesis of 3-aminotropolone and its reactions with orthoesters. Formation of 8H-cyclohept(d)oxazol-8-ones.
- Reactions of 3-acetyltropolone and its methyl ethers with hydrazine.
- Synthesis and oxidative cyclization of 3-(1-cycloalkenyl)tropolones.
- Dehydrogenation of 2-(1-Cyclohexenyl)cyclohexanone with Palladium Catalyst
- Substituent effects on tautomerism of 4-pyridinethiones.
- Tautomerism of 4-pyridones.
- Reactions of 4H-pyran-4-thiones with ammonia, hydrazine, and guanidine.
- Structure of 5-hydroxy-2-hydroxymethyl-4-pyridones.
- Synthesis of 5-(substituted styryl)-2-aminotropones.
- Cyclodehydrogenation of 3-cinnamoyltropolones with 2,3-dichloro-5,6-dicyanobenzoquinone.
- Substituent effects on the dissociation constants of 1-aryl-5-hydroxy-2-hydroxymethyl-4-pyridones.
- Reactions of 3-acetyltropolone methyl ethers with 1,2-cyclohexanediamine.
- Oxidative cyclization of 3-(3-heterocycle-substituted 2-propenoyl)tropolones.
- Reactions of 3-acetyltropolone and its methyl ethers with o-aminophenol.
- Substituent effects on dissociation constants of trans-3-hydroxy-6-styryl-4-pyrones.