Standard

1,3-Dipolar cycloaddition of azomethine imines to ethynyl hetarenes : A synthetic route to 2,3-dihydropyrazolo[1,2-a]pyrazol-1(5H)-one based heterobiaryls. / Nelina-Nemtseva, Julia I.; Gulevskaya, Anna V.; Suslonov, Vitaliy V.; Misharev, Alexander D.

в: Tetrahedron, Том 74, № 10, 08.03.2018, стр. 1101-1109.

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

Harvard

Nelina-Nemtseva, JI, Gulevskaya, AV, Suslonov, VV & Misharev, AD 2018, '1,3-Dipolar cycloaddition of azomethine imines to ethynyl hetarenes: A synthetic route to 2,3-dihydropyrazolo[1,2-a]pyrazol-1(5H)-one based heterobiaryls', Tetrahedron, Том. 74, № 10, стр. 1101-1109. https://doi.org/10.1016/j.tet.2018.01.046

APA

Nelina-Nemtseva, J. I., Gulevskaya, A. V., Suslonov, V. V., & Misharev, A. D. (2018). 1,3-Dipolar cycloaddition of azomethine imines to ethynyl hetarenes: A synthetic route to 2,3-dihydropyrazolo[1,2-a]pyrazol-1(5H)-one based heterobiaryls. Tetrahedron, 74(10), 1101-1109. https://doi.org/10.1016/j.tet.2018.01.046

Vancouver

Nelina-Nemtseva JI, Gulevskaya AV, Suslonov VV, Misharev AD. 1,3-Dipolar cycloaddition of azomethine imines to ethynyl hetarenes: A synthetic route to 2,3-dihydropyrazolo[1,2-a]pyrazol-1(5H)-one based heterobiaryls. Tetrahedron. 2018 Март 8;74(10):1101-1109. https://doi.org/10.1016/j.tet.2018.01.046

Author

Nelina-Nemtseva, Julia I. ; Gulevskaya, Anna V. ; Suslonov, Vitaliy V. ; Misharev, Alexander D. / 1,3-Dipolar cycloaddition of azomethine imines to ethynyl hetarenes : A synthetic route to 2,3-dihydropyrazolo[1,2-a]pyrazol-1(5H)-one based heterobiaryls. в: Tetrahedron. 2018 ; Том 74, № 10. стр. 1101-1109.

BibTeX

@article{80fb0dcf1ed345b8b9469062620a02ce,
title = "1,3-Dipolar cycloaddition of azomethine imines to ethynyl hetarenes: A synthetic route to 2,3-dihydropyrazolo[1,2-a]pyrazol-1(5H)-one based heterobiaryls",
abstract = "π-Deficient ethynyl hetarenes were used as dipolarophiles in a 1,3-dipolar cycloaddition reaction with azomethine imines (2-arylidene-5-oxopyrazolidin-2-ium-1-ides). Both CuI-catalyzed and catalyst-free thermally induced reactions proceeded with high regioselectivity providing 6-hetaryl-5-aryl-2,3-dihydropyrazolo[1,2-a]pyrazol-1(5H)-ones in moderate to excellent yields. The ethynyl hetarenes (pyridines, pyrazines, quinoxalines, pteridines and pyrimido[4,5-c]pyridazines) with ortho-methyl, ortho-cyano and ortho-alkynyl substituents were applicable to this reaction. 1,3-Dipolar cycloaddition reactions of alkynyl hetarenes with azomethine imines or other 1,3-dipole reagents can be considered as an alternative synthetic approach to heterobiaryls.",
keywords = "1,3-Dipolar cycloaddition, 6-Hetaryl-5-aryl-2,3-dihydropyrazolo[1,2-a]pyrazol-1(5H)-ones, Azomethine imines, Ethynyl hetarenes, Heterobiaryls",
author = "Nelina-Nemtseva, {Julia I.} and Gulevskaya, {Anna V.} and Suslonov, {Vitaliy V.} and Misharev, {Alexander D.}",
note = "Publisher Copyright: {\textcopyright} 2018 Elsevier Ltd",
year = "2018",
month = mar,
day = "8",
doi = "10.1016/j.tet.2018.01.046",
language = "English",
volume = "74",
pages = "1101--1109",
journal = "Tetrahedron",
issn = "0040-4020",
publisher = "Elsevier",
number = "10",

}

RIS

TY - JOUR

T1 - 1,3-Dipolar cycloaddition of azomethine imines to ethynyl hetarenes

T2 - A synthetic route to 2,3-dihydropyrazolo[1,2-a]pyrazol-1(5H)-one based heterobiaryls

AU - Nelina-Nemtseva, Julia I.

AU - Gulevskaya, Anna V.

AU - Suslonov, Vitaliy V.

AU - Misharev, Alexander D.

N1 - Publisher Copyright: © 2018 Elsevier Ltd

PY - 2018/3/8

Y1 - 2018/3/8

N2 - π-Deficient ethynyl hetarenes were used as dipolarophiles in a 1,3-dipolar cycloaddition reaction with azomethine imines (2-arylidene-5-oxopyrazolidin-2-ium-1-ides). Both CuI-catalyzed and catalyst-free thermally induced reactions proceeded with high regioselectivity providing 6-hetaryl-5-aryl-2,3-dihydropyrazolo[1,2-a]pyrazol-1(5H)-ones in moderate to excellent yields. The ethynyl hetarenes (pyridines, pyrazines, quinoxalines, pteridines and pyrimido[4,5-c]pyridazines) with ortho-methyl, ortho-cyano and ortho-alkynyl substituents were applicable to this reaction. 1,3-Dipolar cycloaddition reactions of alkynyl hetarenes with azomethine imines or other 1,3-dipole reagents can be considered as an alternative synthetic approach to heterobiaryls.

AB - π-Deficient ethynyl hetarenes were used as dipolarophiles in a 1,3-dipolar cycloaddition reaction with azomethine imines (2-arylidene-5-oxopyrazolidin-2-ium-1-ides). Both CuI-catalyzed and catalyst-free thermally induced reactions proceeded with high regioselectivity providing 6-hetaryl-5-aryl-2,3-dihydropyrazolo[1,2-a]pyrazol-1(5H)-ones in moderate to excellent yields. The ethynyl hetarenes (pyridines, pyrazines, quinoxalines, pteridines and pyrimido[4,5-c]pyridazines) with ortho-methyl, ortho-cyano and ortho-alkynyl substituents were applicable to this reaction. 1,3-Dipolar cycloaddition reactions of alkynyl hetarenes with azomethine imines or other 1,3-dipole reagents can be considered as an alternative synthetic approach to heterobiaryls.

KW - 1,3-Dipolar cycloaddition

KW - 6-Hetaryl-5-aryl-2,3-dihydropyrazolo[1,2-a]pyrazol-1(5H)-ones

KW - Azomethine imines

KW - Ethynyl hetarenes

KW - Heterobiaryls

UR - http://www.scopus.com/inward/record.url?scp=85041182300&partnerID=8YFLogxK

U2 - 10.1016/j.tet.2018.01.046

DO - 10.1016/j.tet.2018.01.046

M3 - Article

AN - SCOPUS:85041182300

VL - 74

SP - 1101

EP - 1109

JO - Tetrahedron

JF - Tetrahedron

SN - 0040-4020

IS - 10

ER -

ID: 87282322