Synthesis of 1,2,4-triazolo[5′,1′:2,3][1,3]thiazino[6,5-b]indol-10(5H)-ones based on 2-chloro-1H-indole-3-carbaldehyde

Synthesis of 1,2,4-triazolo[5′,1′:2,3][1,3]thiazino[6,5-b]indol-10(5H)-ones based on 2-chloro-1H-indole-3-carbaldehyde Научная публикация

Журнал

Tetrahedron Letters
ISSN: 0040-4039 , E-ISSN: 1873-3581

Вых. Данные

Год: 2020, Том: 61, Номер: 45, Номер статьи : 152490, Страниц : DOI: 10.1016/j.tetlet.2020.152490

Авторы

Vikrishchuk Natalia I. ¹ , Tkachev Valerii V. ^2,3 , Borodkin Gennady S. ⁴ , Gazieva Galina A. ⁵ , Shilov Gennady V. ³

Организации

1	Chemical Department of Southern Federal University, 7 Zorge Street, 344090 Rostov-on-Don, Russian Federation
2	Institute of Physiologically Active Substances of the Russian Academy of Sciences, Chernogolovka 142432, Russian Federation
3	Institute of Problems of Chemical Physics of the Russian Academy of Sciences, Chernogolovka 142432, Russian Federation
4	Institute of Physical and Organic Chemistry at Southern Federal University, 194/2 Stachka Ave., 344090 Rostov-on-Don, Russian Federation
5	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Prosp., 119991 Moscow, Russian Federation

As a result of the reaction of 2-chloro-1H-indole-3-carbaldehydes with 4-amino-5-alkyl-4H-1,2,4-triazole-3-thiols in DMF, representatives of a new heterocyclic system, 1,2,4-triazolo[5′,1′:2,3][1,3]thiazino[6,5-b]indol-10(5H)-one, were obtained. The reaction proceeds unusually, with a the release of an ammonia molecule. The structure of 1,2,4-triazolo[5′,1′:2,3][1,3]thiazino[6,5-b]indol-10(5H)-ones was established by X-ray diffraction. The obtained compounds contain rutalexin scaffold in the structure and are promising in terms of biological activity.

Vikrishchuk N.I. , Tkachev V.V. , Borodkin G.S. , Gazieva G.A. , Shilov G.V.
Synthesis of 1,2,4-triazolo[5′,1′:2,3][1,3]thiazino[6,5-b]indol-10(5H)-ones based on 2-chloro-1H-indole-3-carbaldehyde
Tetrahedron Letters. 2020. V.61. N45. 152490 . DOI: 10.1016/j.tetlet.2020.152490 WOS Scopus OpenAlex

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