Bulletin of the Chemical Society of Japan
Online ISSN : 1348-0634
Print ISSN : 0009-2673
ISSN-L : 0009-2673
Synthesis of 6-Hydroxy-12-methyl-7,12-dihydrobenzo[6,7]cyclohept[1,2-b]indol-7-one
Kunihide FujimoriKameji Yamane
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1978 Volume 51 Issue 12 Pages 3579-3581

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Abstract

5,6,7,12-Tetrahydrobenzo[6,7]cyclohept[1,2-b]indol-7-ones were obtained by the oxidation of 5,6,7,12-tetrahydrobenzo[6,7]cyclohept[1,2-b]indoles with 2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ) in wet dioxane. The α,α-dibromo compound, obtained by bromination of 12-methyl-5,6,7,12-tetrahydrobenzo[6,7]cyclohept[1,2-b]indol-7-one with phenyltrimethylammonium tribromide (PTAB), was hydrolyzed to give the diketone (5). By treatment with alkali, compound 5 was converted to 6-hydroxy-12-methyl-7,12-dihydrobenzo[6,7]cyclohept[1,2-b]indol-7-one.

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