A convenient synthesis of indolotropones and 6-substituted 5-azabenz(b)azulenes.
スポンサーリンク
概要
- 論文の詳細を見る
Several substituted indolo[2,3-<I>b</I>]tropones were prepared by the dehydrobromination of 7,7-dibromo-7,8,9,10-tetrahydrocyclohept[<I>b</I>]indole-6(5<I>H</I>)-ones (<B>2a</B>–<B>h</B>), which had been obtained by the bromination of 7,8,9,10-tetrahydrocyclohept[<I>b</I>]indol-6(5<I>H</I>)-ones (<B>1a</B>–<B>h</B>) with phenvltrimethylammonium tribromide (PTAB). 6,7,8,9-Tetrahydrocyclohept[<I>b</I>]indole-10(5<I>H</I>)-one (<B>5a</B>) and 6,7,8,9-tetrahydro-5-methylcyclohept[<I>b</I>]indol-10(5<I>H</I>)-one (<B>5b</B>) were obtained by the oxidation of hexahydrocyclohept[<I>b</I>]indole (<B>4a</B>) and the 5-methyl derivative (<B>4b</B>) with dichlorodicyanobenzoquinone (DDQ). Indolo[3,2-<I>b</I>]tropones (<B>6a</B> and <B>6b</B>) were derived from <B>5a</B> and <B>5b</B> respectively. The reactions of 6-chloro-5-azabenz[<I>b</I>]azulene (<B>8</B>) with nucleophilic reagents gave the corresponding substituted products (<B>9a</B>–<B>j</B>).
- 公益社団法人 日本化学会の論文
著者
-
FUJIMORI Kunihide
Department of Chemistry, Faculty of Science, Shinshu University
-
Fujimori Kunihide
Department Of Chemistry Faculty Of Science Shinshu University
-
Yamane Kameji
Department of Chemistry, Faculty of Science, Shinshu University
関連論文
- Synthesis, Characterization, and Antipeptic Activity of a Novel Surfactant Having an Azulene Moiety
- A convenient synthesis of azuleno(2,1-b)thiophene.
- A convenient synthesis of indolotropones and 6-substituted 5-azabenz(b)azulenes.
- Syntheses of Benzo[5,6]cyclohept[1,2-b]indol-6-ones
- The nucleophilic displacement reactions of 8-chloro- and 2,8-dichloro-3-phenyl-1-azaazulenes.
- Synthesis of 2-methylazuleno(1,2-d)thiazoles.
- Syntheses of Indolo[2,3-b]tropones and Benzo[b]-1-azaazulenes from 2-Hydrazinotropones
- Syntheses of Pyrrolotropone Derivatives from Benzocycloheptene-5,6-dione Monoarylhydrazones. II. Syntheses of Benzo[5,6]cyclohept[l,2-b]-indole-6,11,12-triones