Studies on cyclization of o-(alka-1,3-diynyl)arenediazonium salts

O. V. Vinogradova, V. N. Sorokoumov, S. F. Vasilevskii, I. A. Balova

Результат исследований: Материалы для журналаСтатья

7 Цитирования (Scopus)

Выдержка

The Richter reaction of o-(alka-1,3-diynyl)arenediazonium salts, obtained by diazotization of diacetylenic derivatives of anilines, leads to 3-alkynyl-4-chloro- or 3-alkynyl-4-bromocinnolines and/or 3-alkynyl-4- hydroxycinnolines (the latter cyclize into furo[3,2-c]-cinnolines under the reaction conditions). 3-Alkynyl-4-chlorocinnolines undergo solvolysis in methanol giving rise to 3-alkynyl-4-methoxycinnolines, the subsequent hydrolysis of which also gives furo[3,2-c]cinnolines. Effects of the nature of substituents in the aromatic ring and of the reaction conditions on the product composition and yields have been established. The reaction course has been studied by spectrophotometry.

Язык оригиналаАнглийский
Страницы (с-по)1725-1733
Число страниц9
ЖурналRussian Chemical Bulletin
Том57
Номер выпуска8
DOI
СостояниеОпубликовано - 1 авг 2008
Опубликовано для внешнего пользованияДа

Отпечаток

Cyclization
Aniline Compounds
Salts
Spectrophotometry
Methanol
Hydrolysis
Derivatives
Chemical analysis
cinnoline

ASJC Scopus subject areas

  • Chemistry(all)

Цитировать

Studies on cyclization of o-(alka-1,3-diynyl)arenediazonium salts. / Vinogradova, O. V.; Sorokoumov, V. N.; Vasilevskii, S. F.; Balova, I. A.

В: Russian Chemical Bulletin, Том 57, № 8, 01.08.2008, стр. 1725-1733.

Результат исследований: Материалы для журналаСтатья

Vinogradova, O. V. ; Sorokoumov, V. N. ; Vasilevskii, S. F. ; Balova, I. A. / Studies on cyclization of o-(alka-1,3-diynyl)arenediazonium salts. В: Russian Chemical Bulletin. 2008 ; Том 57, № 8. стр. 1725-1733.
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AU - Vinogradova, O. V.

AU - Sorokoumov, V. N.

AU - Vasilevskii, S. F.

AU - Balova, I. A.

PY - 2008/8/1

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N2 - The Richter reaction of o-(alka-1,3-diynyl)arenediazonium salts, obtained by diazotization of diacetylenic derivatives of anilines, leads to 3-alkynyl-4-chloro- or 3-alkynyl-4-bromocinnolines and/or 3-alkynyl-4- hydroxycinnolines (the latter cyclize into furo[3,2-c]-cinnolines under the reaction conditions). 3-Alkynyl-4-chlorocinnolines undergo solvolysis in methanol giving rise to 3-alkynyl-4-methoxycinnolines, the subsequent hydrolysis of which also gives furo[3,2-c]cinnolines. Effects of the nature of substituents in the aromatic ring and of the reaction conditions on the product composition and yields have been established. The reaction course has been studied by spectrophotometry.

AB - The Richter reaction of o-(alka-1,3-diynyl)arenediazonium salts, obtained by diazotization of diacetylenic derivatives of anilines, leads to 3-alkynyl-4-chloro- or 3-alkynyl-4-bromocinnolines and/or 3-alkynyl-4- hydroxycinnolines (the latter cyclize into furo[3,2-c]-cinnolines under the reaction conditions). 3-Alkynyl-4-chlorocinnolines undergo solvolysis in methanol giving rise to 3-alkynyl-4-methoxycinnolines, the subsequent hydrolysis of which also gives furo[3,2-c]cinnolines. Effects of the nature of substituents in the aromatic ring and of the reaction conditions on the product composition and yields have been established. The reaction course has been studied by spectrophotometry.

KW - Anilines

KW - Cinnolines

KW - Diacetylenes

KW - Diazonium salts

KW - Diazotization

KW - Furo[3,2-c]cinnolines

KW - Spectrophotometry

KW - The Richter cyclization

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