Synthesis of cyclic sulfamides via one pot alkylation/aza-Michael cascade reaction

Sofia D. Martynova; Anatoly A. Peshkov; Ekaterina Yu. Levashova; Valeria M. Golub; Margarita S. Avakian; Vladimir V. Sharoyko; Stanislav A. Kalinin; Vsevolod A. Peshkov; Dmitry V. Dar'in

doi:10.1016/j.tetlet.2024.155213

Synthesis of cyclic sulfamides via one pot alkylation/aza-Michael cascade reaction

Sofia D. Martynova
, Anatoly A. Peshkov
, Ekaterina Yu. Levashova
, Valeria M. Golub
, Margarita S. Avakian
, Vladimir V. Sharoyko
, Stanislav A. Kalinin
, Vsevolod A. Peshkov
, Dmitry V. Dar'in

St. Petersburg State University
Nazarbayev University
Pavlov First State Medical University of St. Petersburg

Результат исследований › рецензирование

Аннотация

A straightforward and transition metal-free method for the synthesis of cyclic sulfamides via base-promoted bis-alkylation of tert-butyl (N-alkylsulfamoyl)carbamates with electron-deficient allyl bromides is described. All obtained cyclic sulfamides underwent successful removal of tert-butoxycarbonyl protecting group.

Язык оригинала	English
Номер статьи	155213
Журнал	Tetrahedron Letters
Том	147
DOI	https://doi.org/10.1016/j.tetlet.2024.155213
Состояние	Published - сент. 1 2024

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

Доступ к документу

10.1016/j.tetlet.2024.155213

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abstract = "A straightforward and transition metal-free method for the synthesis of cyclic sulfamides via base-promoted bis-alkylation of tert-butyl (N-alkylsulfamoyl)carbamates with electron-deficient allyl bromides is described. All obtained cyclic sulfamides underwent successful removal of tert-butoxycarbonyl protecting group.",

author = "Martynova, \{Sofia D.\} and Peshkov, \{Anatoly A.\} and \{Yu. Levashova\}, Ekaterina and Golub, \{Valeria M.\} and Avakian, \{Margarita S.\} and Sharoyko, \{Vladimir V.\} and Kalinin, \{Stanislav A.\} and Peshkov, \{Vsevolod A.\} and Dar'in, \{Dmitry V.\}",

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year = "2024",

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doi = "10.1016/j.tetlet.2024.155213",

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AU - Martynova, Sofia D.

AU - Peshkov, Anatoly A.

AU - Yu. Levashova, Ekaterina

AU - Golub, Valeria M.

AU - Avakian, Margarita S.

AU - Sharoyko, Vladimir V.

AU - Kalinin, Stanislav A.

AU - Peshkov, Vsevolod A.

AU - Dar'in, Dmitry V.

PY - 2024/9/1

Y1 - 2024/9/1

N2 - A straightforward and transition metal-free method for the synthesis of cyclic sulfamides via base-promoted bis-alkylation of tert-butyl (N-alkylsulfamoyl)carbamates with electron-deficient allyl bromides is described. All obtained cyclic sulfamides underwent successful removal of tert-butoxycarbonyl protecting group.

AB - A straightforward and transition metal-free method for the synthesis of cyclic sulfamides via base-promoted bis-alkylation of tert-butyl (N-alkylsulfamoyl)carbamates with electron-deficient allyl bromides is described. All obtained cyclic sulfamides underwent successful removal of tert-butoxycarbonyl protecting group.

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