Modeling stages of domino reaction of thiopyrano[4,3-b]indole-3(5H)-thiones and dimethyl acetylenedicarboxylate: a new synthetic route to γ-carbolines with thione group

Modeling stages of the cascade reaction of thiopyrano[4,3-b]indole-3(5H)-thiones and dimethyl acetylenedicarboxylate were studied. Alkylation of thiones with alkyl halides or dimethyl sulfate affording to thiopyrano[4,3-b]indole-2-ium salts models the first stage of the process. The attack at the 3-...

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Hoofdauteurs:	Demidov, O. P., Демидов, О. П.
Formaat:	Статья
Taal:	English
Gepubliceerd in:	2024
Onderwerpen:	Domino reaction Y-carboline Indole Model reaction Thiopyrylium salt
Online toegang:	https://dspace.ncfu.ru/handle/20.500.12258/26904
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id	ir-20.500.12258-26904
record_format	dspace
spelling	ir-20.500.12258-269042024-08-15T11:34:51Z Modeling stages of domino reaction of thiopyrano[4,3-b]indole-3(5H)-thiones and dimethyl acetylenedicarboxylate: a new synthetic route to γ-carbolines with thione group Demidov, O. P. Демидов, О. П. Domino reaction Y-carboline Indole Model reaction Thiopyrylium salt Modeling stages of the cascade reaction of thiopyrano[4,3-b]indole-3(5H)-thiones and dimethyl acetylenedicarboxylate were studied. Alkylation of thiones with alkyl halides or dimethyl sulfate affording to thiopyrano[4,3-b]indole-2-ium salts models the first stage of the process. The attack at the 3-position of the obtained salts by secondary amines can serve as a model for the second stage of the cascade transformation; it gives 3-benzoylindoles with thioamide-group. Reactions of thiopyrano[4,3-b]indole-2-ium salts with primary amines lead to a series of γ-carbolines with thione group. The action of ammonia on these salts causes dealkylation and gives thiopyrano[4,3-b]indole-3(5H)-thiones. 2024-03-13T10:21:02Z 2024-03-13T10:21:02Z 2024 Статья Suzdalev, K.F., Krachkovskaya, A.V., Lysenko, E.A., Demidov, O.P. Modeling stages of domino reaction of thiopyrano[4,3-b]indole-3(5H)-thiones and dimethyl acetylenedicarboxylate: a new synthetic route to γ-carbolines with thione group // Journal of Sulfur Chemistr. - 2024. - 45 (3). - pp. 364-377. - DOI: 10.1080/17415993.2023.2282667 http://hdl.handle.net/20.500.12258/26904 en Journal of Sulfur Chemistry application/pdf application/pdf
institution	СКФУ
collection	Репозиторий
language	English
topic	Domino reaction Y-carboline Indole Model reaction Thiopyrylium salt
spellingShingle	Domino reaction Y-carboline Indole Model reaction Thiopyrylium salt Demidov, O. P. Демидов, О. П. Modeling stages of domino reaction of thiopyrano[4,3-b]indole-3(5H)-thiones and dimethyl acetylenedicarboxylate: a new synthetic route to γ-carbolines with thione group
description	Modeling stages of the cascade reaction of thiopyrano[4,3-b]indole-3(5H)-thiones and dimethyl acetylenedicarboxylate were studied. Alkylation of thiones with alkyl halides or dimethyl sulfate affording to thiopyrano[4,3-b]indole-2-ium salts models the first stage of the process. The attack at the 3-position of the obtained salts by secondary amines can serve as a model for the second stage of the cascade transformation; it gives 3-benzoylindoles with thioamide-group. Reactions of thiopyrano[4,3-b]indole-2-ium salts with primary amines lead to a series of γ-carbolines with thione group. The action of ammonia on these salts causes dealkylation and gives thiopyrano[4,3-b]indole-3(5H)-thiones.
format	Статья
author	Demidov, O. P. Демидов, О. П.
author_facet	Demidov, O. P. Демидов, О. П.
author_sort	Demidov, O. P.
title	Modeling stages of domino reaction of thiopyrano[4,3-b]indole-3(5H)-thiones and dimethyl acetylenedicarboxylate: a new synthetic route to γ-carbolines with thione group
title_short	Modeling stages of domino reaction of thiopyrano[4,3-b]indole-3(5H)-thiones and dimethyl acetylenedicarboxylate: a new synthetic route to γ-carbolines with thione group
title_full	Modeling stages of domino reaction of thiopyrano[4,3-b]indole-3(5H)-thiones and dimethyl acetylenedicarboxylate: a new synthetic route to γ-carbolines with thione group
title_fullStr	Modeling stages of domino reaction of thiopyrano[4,3-b]indole-3(5H)-thiones and dimethyl acetylenedicarboxylate: a new synthetic route to γ-carbolines with thione group
title_full_unstemmed	Modeling stages of domino reaction of thiopyrano[4,3-b]indole-3(5H)-thiones and dimethyl acetylenedicarboxylate: a new synthetic route to γ-carbolines with thione group
title_sort	modeling stages of domino reaction of thiopyrano[4,3-b]indole-3(5h)-thiones and dimethyl acetylenedicarboxylate: a new synthetic route to γ-carbolines with thione group
publishDate	2024
url	https://dspace.ncfu.ru/handle/20.500.12258/26904
work_keys_str_mv	AT demidovop modelingstagesofdominoreactionofthiopyrano43bindole35hthionesanddimethylacetylenedicarboxylateanewsyntheticroutetogcarbolineswiththionegroup AT demidovop modelingstagesofdominoreactionofthiopyrano43bindole35hthionesanddimethylacetylenedicarboxylateanewsyntheticroutetogcarbolineswiththionegroup
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Modeling stages of domino reaction of thiopyrano[4,3-b]indole-3(5H)-thiones and dimethyl acetylenedicarboxylate: a new synthetic route to γ-carbolines with thione group

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