Synthesis of quinolines via acid-catalyzed cyclodehydration of 2-(Tosylamino)chalcones

(Image presented) The acid-catalyzed cyclodehydration of (E)-3-[(2-tosylamino)phenyl]-1-(het)aiylprop-2-en-1-ones to 2-substituted quinolones was investigated. The reaction proceeds via the key step of (E,Z)-isomerization with subsequent intramolecular cyclization affording the target compounds in high yields. © 2016 Springer Science+Business Media New York.

Авторы
Makarov A.S. 1 , Sorotskaja L.N. 2 , Uchuskin M.G. 1, 3 , Trushkov I.V. 3, 4
Журнал
Chemistry of Heterocyclic Compounds
Издательство
Латвийский институт органического синтеза Латвийской академии наук / Springer New York Consultants Bureau
Номер выпуска
12
Язык
Английский
Страницы
1087-1091
Статус
Опубликовано
Ссылка
Внешняя ссылка
DOI
10.1007/S10593-017-2010-3
Том
52
Год
2016
Организации
  • 1 Perm State University, 15 Bukireva St., Perm, 614990, Russian Federation
  • 2 Kuban State Technological University, 2 Moskovskaya St., Krasnodar, 350072, Russian Federation
  • 3 Peoples’ Friendship University of Russia, 6 Miklukho-Maklaya St., Moscow, 117198, Russian Federation
  • 4 Dmitry Rogachev Federal Research Center of Pediatric Hematology, Oncology and Immunology, 1 Samory Mashela St., Moscow, 117997, Russian Federation
Ключевые слова
(E,Z)-isomerization; 2-(het)arylquinolines; Aldol condensation; Cyclodehydration; Friedlaender synthesis; Intramolecular cyclization
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