NOVEL APPROACH FOR THE SYNTHESIS OF <i>N</i>-UNSUBSTITUTED 2,3,5,6-TETRAHYDRO-4<i>H</i>-2,6-METHANO-1,3-BENZOXAZOCINE-4-THIONES

Авторы

  • Alexander V. Borisov Enamine Ltd., Alexandra Matrosova Street, 23, Kyiv 01103, Ukraine Kyiv National Taras Shevchenko University, Volodymyrska Street, 64, Kyiv 01601, Ukraine Latvian Institute of Organic Synthesis, Aizkraukles 21, Riga, LV-1006, Latvia
  • Svitlana S. Kovalenko National University of Pharmacy, 53 Pushkinska St., Kharkiv 61002
  • Sergiy M. Kovalenko V. N. Karazin Kharkiv National University, 4 Svobody Sq., Kharkiv 61077

DOI:

https://doi.org/10.1007/2547

Ключевые слова:

lortalamine, 2, 6-methano-1, 3-benzoxazocine-4-thiones, 3-benzoxazocin-4-one, pyridoxal, tandem reaction

Аннотация

An efficient one-pot method for the synthesis of 2,3,5,6-tetrahydro-4H-2,6-methano-1,3-benzoxazocine-4-thiones in high yields has been developed via regioselective tandem reaction of coumarin-3-thioamides and ketones containing different methylene groups. Further oxidation with hydrogen peroxide under basic conditions leads to the formation of N-unsubstituted derivatives of 2,3,5,6-tetrahydro-4H-2,6-methano-1,3-benzoxazocin-4-one.

How to Cite
Borisov, A. V.; Kovalenko, S. S.; Kovalenko, S. M. Chem. Heterocycl. Compd. 2015, 51, 678. [Khim. Geterotsikl. Soedin. 2015, 51, 678.]

For this article in the English edition see DOI 10.1007/s10593-015-1756-8

Биографии авторов

Alexander V. Borisov, Enamine Ltd., Alexandra Matrosova Street, 23, Kyiv 01103, Ukraine Kyiv National Taras Shevchenko University, Volodymyrska Street, 64, Kyiv 01601, Ukraine Latvian Institute of Organic Synthesis, Aizkraukles 21, Riga, LV-1006, Latvia

Alexander Vladimirovich Borisov

Svitlana S. Kovalenko, National University of Pharmacy, 53 Pushkinska St., Kharkiv 61002

Svitlana Sergievna Kovalenko

Sergiy M. Kovalenko, V. N. Karazin Kharkiv National University, 4 Svobody Sq., Kharkiv 61077

Sergiy Mikolayovich Kovalenko

Загрузки

Опубликован

2015-07-31

Выпуск

Том 51 № 7 (2015)

Раздел

Оригинальные статьи