Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Benzodiazepines. IX. Oxidation of N-Phthalimidoacetylindoles
KIKUO ISHIZUMIKAZUO MORISHIGEHO INABAHISAO YAMAMOTO
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1973 Volume 21 Issue 5 Pages 1027-1030

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Abstract
Chromic acid oxidation of N-phthalimidoacetylindoles (4) caused cleavage of the indole 2, 3-double bond affording the expected 2'-benzoyl-2-phthalimidoacetanilides (5). Ozonolysis, on the other hand, resulted in the formation and isolation of the stable crystalline ozonides (6). Ozonides (6) as well as 5 were shown to be converted into benzodiazepin-2-one (7) by treatment with hydrazine hydrate.
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© The Pharmaceutical Society of Japan
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