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Continued Exploration of Trifunctional Alkyl 4-Chloro-2-diazo-3-oxobutanoates : Streamlined Entry into [1,2,3]Triazolo[5,1-c][1,4]benzoxazines and [1,2,3]Triazolo[5,1-c][1,4]benzoxazepines. / Budeev, Anton V.; Kantin, Grigory; Dar'in, Dmitry; Krasavin, Mikhail.

в: Synthesis (Germany), Том 53, № 12, 16.06.2021, стр. 2155-2166.

Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование

Harvard

Budeev, AV, Kantin, G, Dar'in, D & Krasavin, M 2021, 'Continued Exploration of Trifunctional Alkyl 4-Chloro-2-diazo-3-oxobutanoates: Streamlined Entry into [1,2,3]Triazolo[5,1-c][1,4]benzoxazines and [1,2,3]Triazolo[5,1-c][1,4]benzoxazepines', Synthesis (Germany), Том. 53, № 12, стр. 2155-2166. https://doi.org/10.1055/a-1348-9031

APA

Budeev, A. V., Kantin, G., Dar'in, D., & Krasavin, M. (2021). Continued Exploration of Trifunctional Alkyl 4-Chloro-2-diazo-3-oxobutanoates: Streamlined Entry into [1,2,3]Triazolo[5,1-c][1,4]benzoxazines and [1,2,3]Triazolo[5,1-c][1,4]benzoxazepines. Synthesis (Germany), 53(12), 2155-2166. https://doi.org/10.1055/a-1348-9031

Vancouver

Budeev AV, Kantin G, Dar'in D, Krasavin M. Continued Exploration of Trifunctional Alkyl 4-Chloro-2-diazo-3-oxobutanoates: Streamlined Entry into [1,2,3]Triazolo[5,1-c][1,4]benzoxazines and [1,2,3]Triazolo[5,1-c][1,4]benzoxazepines. Synthesis (Germany). 2021 Июнь 16;53(12):2155-2166. https://doi.org/10.1055/a-1348-9031

Author

Budeev, Anton V. ; Kantin, Grigory ; Dar'in, Dmitry ; Krasavin, Mikhail. / Continued Exploration of Trifunctional Alkyl 4-Chloro-2-diazo-3-oxobutanoates : Streamlined Entry into [1,2,3]Triazolo[5,1-c][1,4]benzoxazines and [1,2,3]Triazolo[5,1-c][1,4]benzoxazepines. в: Synthesis (Germany). 2021 ; Том 53, № 12. стр. 2155-2166.

BibTeX

@article{a24ea8a81f504f7f900a581457f9cd88,
title = "Continued Exploration of Trifunctional Alkyl 4-Chloro-2-diazo-3-oxobutanoates: Streamlined Entry into [1,2,3]Triazolo[5,1-c][1,4]benzoxazines and [1,2,3]Triazolo[5,1-c][1,4]benzoxazepines",
abstract = "Further exploration of the trifunctional character of previously introduced alkyl 4-chloro-2-diazo-3-oxobutanoates in reactions with N-protected substituted o-aminophenols followed by deprotection provided a convenient entry into [1,2,3]triazolo[5,1-c][1,4]benzoxazines, which are of high medicinal importance, as documented in the literature. The same approach applied to N-protected substituted o-(aminomethyl)phenols afforded [1,2,3]triazolo[5,1-c][1,4]benzoxazepines, which are practically unexplored compounds from a medicinal chemistry perspective. The syntheses start with S N2-type alkylation of the phenol. Removal of the protecting group triggers imine formation followed by Wolff 1,2,3-triazole synthesis.",
keywords = "benzoxazepines, benzoxazines, diazo compounds, domino reactions, multicenter reactions, nucleophilic substitution, Wolff 1,2,3-triazole synthesis",
author = "Budeev, {Anton V.} and Grigory Kantin and Dmitry Dar'in and Mikhail Krasavin",
note = "Publisher Copyright: {\textcopyright} 2021. Thieme. All rights reserved. Synthesis 2021, 53, 2155-2166.",
year = "2021",
month = jun,
day = "16",
doi = "10.1055/a-1348-9031",
language = "English",
volume = "53",
pages = "2155--2166",
journal = "Synthesis",
issn = "0039-7881",
publisher = "Georg Thieme Verlag",
number = "12",

}

RIS

TY - JOUR

T1 - Continued Exploration of Trifunctional Alkyl 4-Chloro-2-diazo-3-oxobutanoates

T2 - Streamlined Entry into [1,2,3]Triazolo[5,1-c][1,4]benzoxazines and [1,2,3]Triazolo[5,1-c][1,4]benzoxazepines

AU - Budeev, Anton V.

AU - Kantin, Grigory

AU - Dar'in, Dmitry

AU - Krasavin, Mikhail

N1 - Publisher Copyright: © 2021. Thieme. All rights reserved. Synthesis 2021, 53, 2155-2166.

PY - 2021/6/16

Y1 - 2021/6/16

N2 - Further exploration of the trifunctional character of previously introduced alkyl 4-chloro-2-diazo-3-oxobutanoates in reactions with N-protected substituted o-aminophenols followed by deprotection provided a convenient entry into [1,2,3]triazolo[5,1-c][1,4]benzoxazines, which are of high medicinal importance, as documented in the literature. The same approach applied to N-protected substituted o-(aminomethyl)phenols afforded [1,2,3]triazolo[5,1-c][1,4]benzoxazepines, which are practically unexplored compounds from a medicinal chemistry perspective. The syntheses start with S N2-type alkylation of the phenol. Removal of the protecting group triggers imine formation followed by Wolff 1,2,3-triazole synthesis.

AB - Further exploration of the trifunctional character of previously introduced alkyl 4-chloro-2-diazo-3-oxobutanoates in reactions with N-protected substituted o-aminophenols followed by deprotection provided a convenient entry into [1,2,3]triazolo[5,1-c][1,4]benzoxazines, which are of high medicinal importance, as documented in the literature. The same approach applied to N-protected substituted o-(aminomethyl)phenols afforded [1,2,3]triazolo[5,1-c][1,4]benzoxazepines, which are practically unexplored compounds from a medicinal chemistry perspective. The syntheses start with S N2-type alkylation of the phenol. Removal of the protecting group triggers imine formation followed by Wolff 1,2,3-triazole synthesis.

KW - benzoxazepines

KW - benzoxazines

KW - diazo compounds

KW - domino reactions

KW - multicenter reactions

KW - nucleophilic substitution

KW - Wolff 1,2,3-triazole synthesis

UR - http://www.scopus.com/inward/record.url?scp=85101132658&partnerID=8YFLogxK

UR - https://www.mendeley.com/catalogue/96ad2223-863f-31a3-b4e6-7cd113b8a48d/

U2 - 10.1055/a-1348-9031

DO - 10.1055/a-1348-9031

M3 - Article

AN - SCOPUS:85101132658

VL - 53

SP - 2155

EP - 2166

JO - Synthesis

JF - Synthesis

SN - 0039-7881

IS - 12

ER -

ID: 74726346