Reaction of 1-Amino-2-phenylethynyl- and 2-Acylethynyl-1-amino-9,10-anthraquinones with HNO2. Synthesis of 1H-3-Acylnaphtho[2,3-g]indazole-6,11-diones Full article
Journal |
Russian Chemical Bulletin
ISSN: 1066-5285 , E-ISSN: 1573-9171 |
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Output data | Year: 1997, Volume: 46, Number: 1, Pages: 105-109 Pages count : 5 DOI: 10.1007/BF02495357 | ||||
Tags | 1-amino-2-phenylethynyl-9,10-anthraquinones, 2-acylethynyl-1-amino-9,10-anthraquinones, nitrous acid, cyclization, 3-substituted 1h-naphtho[2,3-g]indazole-6,11-diones, n-methylation | ||||
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Abstract:
The reactions of 1-amino-2-phenylethynyl-and 2-acylethynyl-1-amino-9,10-anthraquinones with HNO2 in a mixture of dioxane and a mineral acid at 20 °C were studied. Under these conditions, 2-alkynyl-1-amino-9,10-anthraquinones, irrespective of the structure of the C=CR substituent, are cyclized into 3-substituted 1H-naphtho[2,3-glindazole-6,11-diones. The nature of the acetylenic group in the initial compound and the choice of the mineral acid determine the structure of the substitutent in position 3 of the product (1,1-dichloroalkyl or acyl) but have no effect on the regiospecificity of cyclization.
Cite:
Ivanchikova I.D.
, Fedenok L.G.
, Shvartsberg M.S.
Reaction of 1-Amino-2-phenylethynyl- and 2-Acylethynyl-1-amino-9,10-anthraquinones with HNO2. Synthesis of 1H-3-Acylnaphtho[2,3-g]indazole-6,11-diones
Russian Chemical Bulletin. 1997. V.46. N1. P.105-109. DOI: 10.1007/BF02495357 WOS Scopus РИНЦ
Reaction of 1-Amino-2-phenylethynyl- and 2-Acylethynyl-1-amino-9,10-anthraquinones with HNO2. Synthesis of 1H-3-Acylnaphtho[2,3-g]indazole-6,11-diones
Russian Chemical Bulletin. 1997. V.46. N1. P.105-109. DOI: 10.1007/BF02495357 WOS Scopus РИНЦ
ArticleLinkType.TRANSLATED_TO_ORIGINAL:
Иванчикова И.Д.
, Феденок Л.Г.
, Шварцберг М.С.
Реакция 1-амино-2-фенилэтинил- и 1-амино-2-ацилэтинил-9,10-антрахинонов с HNO2. Синтез 1H-3-ацилнафто[2,3-g]индазол-6,11-дионов
Известия Академии наук. Серия химическая. 1997. №1. С.110-114. РИНЦ
Реакция 1-амино-2-фенилэтинил- и 1-амино-2-ацилэтинил-9,10-антрахинонов с HNO2. Синтез 1H-3-ацилнафто[2,3-g]индазол-6,11-дионов
Известия Академии наук. Серия химическая. 1997. №1. С.110-114. РИНЦ
Dates:
Submitted: | Mar 3, 1996 |
Published print: | Jan 1, 1997 |
Identifiers:
Web of science | WOS:A1997XE63300018 |
Scopus | 2-s2.0-0031479467 |
Elibrary | 13262661 |
Chemical Abstracts | 1997:406189 |
Chemical Abstracts (print) | 127:135762 |
OpenAlex | W2953168706 |