Continuous-flow catalytic hydrogenation of 3a,6-epoxyisoindoles

Selective catalytic (10% Pd/C) hydrogenation of the double bond in the oxabicyclo[2.2.1]heptene fragment of substituted fused 1-oxo-3a,6-epoxyisoindoles is described. A continuous-flow hydrogenation device that incorporates in situ hydrogen generation by electrolysis of water was used. Changing the hydrogen source from water to deuterium oxide provides possibility to synthesize deuterated oxoepoxyisoindolones. Hydrogenation is stereoselective to give exclusively exo-cis deuterated derivatives. © 2015 Springer Science+Business Media, Inc.

Номер выпуска
1
Язык
Английский
Страницы
112-126
Статус
Опубликовано
Том
64
Год
2015
Организации
  • 1 Deparment of Organic Chemistry, People's Friendship University of Russia, 6 ul. Miklukho-Maklaya, Moscow, 117198, Russian Federation
  • 2 Shared Research and Educational Center of Physico-Chemical Studies of New Materials, Substances, and Catalytic Systems, 3 ul. Ordzhonikidze, Moscow, 115419, Russian Federation
Ключевые слова
3a,6-epoxyisoindoles; continuous-flow reactor; deuteration; heterogeneous catalytic hydrogenation; reduction
Дата создания
19.10.2018
Дата изменения
19.10.2018
Постоянная ссылка
https://repository.rudn.ru/ru/records/article/record/4596/
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Другие записи

Ovsyannikova L.V., Nikulina O.I., Belyatskaya A.V., Krasnyuk I.I., Kharitonov Y.Y., Grikh V.V., Korol’ L.A., Obidchenko Y.A., Vorob’ev A.N., Krasnyuk I.I.Jr.
Pharmaceutical Chemistry Journal. Том 48. 2015. С. 733-737