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Synthesis of 5-aryl-1,4-naphthoquinone and 1-aryl-9,10-anthraquinone derivatives by cycloaddition of 1-(dimethoxyphenyl)-3-trimethylsiloxy-1,3-butadienes to 1,4-benzoquinones and 1,4-naphthoquinones Full article

Journal Russian Journal of Organic Chemistry
ISSN: 1070-4280 , E-ISSN: 1608-3393
Output data Year: 2003, Volume: 39, Number: 10, Pages: 1436-1450 Pages count : 15 DOI: 10.1023/B:RUJO.0000010560.88282.d3
Authors Nechepurenko IV 1 , Shul'ts EE 1 , Tolstikov GA 1
Affiliations
1 (Данные Web of science) Russian Acad Sci, Siberian Div, Vorozhtsov Novosibirsk Inst Organ Chem, Novosibirsk 630090, Russia

Abstract: The Diels-Alder reaction of new 1-(3,4-dimethoxyphenyl)- or 1-(2,4-dimethoxyphenyl)-2-R-3-tri-methylsiloxy-1,3-butadienes with 2,5- and 2,6-dibromo-, and 2-bromo-6-methyl-1,4-benzoquinones regio- selectively yields substituted 7-hydroxy-5-(dimethoxyphenyl)-1,4-naphthoquinones. By cycloaddition of the siloxydienes to naphthoquinone, bromonaphthoquinone, and juglone the corresponding substituted 3-hydroxy-1- (dimethoxyphenyl)-9,10-anthraquinones or their 4,4a-dihydro or 1,1a,4,4a-tetrahydro derivatives were obtained.
Cite: Nechepurenko I. , Shul'ts E. , Tolstikov G.
Synthesis of 5-aryl-1,4-naphthoquinone and 1-aryl-9,10-anthraquinone derivatives by cycloaddition of 1-(dimethoxyphenyl)-3-trimethylsiloxy-1,3-butadienes to 1,4-benzoquinones and 1,4-naphthoquinones
Russian Journal of Organic Chemistry. 2003. V.39. N10. P.1436-1450. DOI: 10.1023/B:RUJO.0000010560.88282.d3 WOS Scopus РИНЦ OpenAlex
Original: Нечепуренко И.В. , Шульц Э.Э. , Толстиков Г.А.
Синтез производных 5-арил-1,4-нафтои 1-арил-9,ю-антрахинонов циклоприсоединением 1 - ( диметоксифенил) - 3 - триметилсилокси - 1,3-бутадиенов к 1,4-бензои 1,4-нафтохинонам
Журнал органической химии (RUSS J ORG CHEM+). 2003. Т.39. №10. С.1508-1520. РИНЦ
Dates:
Published print: Oct 1, 2003
Identifiers:
Web of science: WOS:000188120200013
Scopus: 2-s2.0-3543112560
Elibrary: 13434729
OpenAlex: W2949730919
Citing:
DB Citing
Web of science 8
Scopus 8
Elibrary 7
OpenAlex 8
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