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The first example of the generation of azomethine ylides from a fluorocarbene : 1,3-Cyclization and 1,3-dipolar cycloaddition. / Konev, Alexander S.; Novikov, Mikhail S.; Khlebnikov, Alexander F.

в: Tetrahedron Letters, Том 46, № 48, 28.11.2005, стр. 8337-8340.

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

Harvard

Konev, AS, Novikov, MS & Khlebnikov, AF 2005, 'The first example of the generation of azomethine ylides from a fluorocarbene: 1,3-Cyclization and 1,3-dipolar cycloaddition', Tetrahedron Letters, Том. 46, № 48, стр. 8337-8340. https://doi.org/10.1016/j.tetlet.2005.09.165

APA

Konev, A. S., Novikov, M. S., & Khlebnikov, A. F. (2005). The first example of the generation of azomethine ylides from a fluorocarbene: 1,3-Cyclization and 1,3-dipolar cycloaddition. Tetrahedron Letters, 46(48), 8337-8340. https://doi.org/10.1016/j.tetlet.2005.09.165

Vancouver

Konev AS, Novikov MS, Khlebnikov AF. The first example of the generation of azomethine ylides from a fluorocarbene: 1,3-Cyclization and 1,3-dipolar cycloaddition. Tetrahedron Letters. 2005 Нояб. 28;46(48):8337-8340. https://doi.org/10.1016/j.tetlet.2005.09.165

Author

Konev, Alexander S. ; Novikov, Mikhail S. ; Khlebnikov, Alexander F. / The first example of the generation of azomethine ylides from a fluorocarbene : 1,3-Cyclization and 1,3-dipolar cycloaddition. в: Tetrahedron Letters. 2005 ; Том 46, № 48. стр. 8337-8340.

BibTeX

@article{be9eeb5a50a64062bf45ff0a49673a5f,
title = "The first example of the generation of azomethine ylides from a fluorocarbene: 1,3-Cyclization and 1,3-dipolar cycloaddition",
abstract = "The reaction of Schiff bases with fluorocarbene, generated by reduction of dibromofluoromethane with active lead in the presence of Bu4NBr under ultrasound irradiation, involves the formation of fluoro-substituted azomethine ylides which undergo cyclization into aziridines. 1,3-Cyclization of ylides, generated from N-arylimines of benzaldehyde, proceeds stereoselectively. When carrying out the reaction of Schiff bases with fluorocarbene in the presence of dimethyl maleate or dimethyl acetylenedicarboxylate, the products of dehydrofluorination of the primary adducts of the 1,3-dipolar cycloaddition of fluoro-substituted azomethine ylides to multiple bonds of dipolarophiles were obtained. In the case of the reaction of N-alkylimines of benzaldehyde the cycloaddition of ylides to dimethyl maleate completely suppressed the cyclization to aziridines.",
keywords = "Azomethine ylides, Cyclization, Cycloaddition, Fluoroaziridines, Fluorocarbene",
author = "Konev, {Alexander S.} and Novikov, {Mikhail S.} and Khlebnikov, {Alexander F.}",
year = "2005",
month = nov,
day = "28",
doi = "10.1016/j.tetlet.2005.09.165",
language = "English",
volume = "46",
pages = "8337--8340",
journal = "Tetrahedron Letters",
issn = "0040-4039",
publisher = "Elsevier",
number = "48",

}

RIS

TY - JOUR

T1 - The first example of the generation of azomethine ylides from a fluorocarbene

T2 - 1,3-Cyclization and 1,3-dipolar cycloaddition

AU - Konev, Alexander S.

AU - Novikov, Mikhail S.

AU - Khlebnikov, Alexander F.

PY - 2005/11/28

Y1 - 2005/11/28

N2 - The reaction of Schiff bases with fluorocarbene, generated by reduction of dibromofluoromethane with active lead in the presence of Bu4NBr under ultrasound irradiation, involves the formation of fluoro-substituted azomethine ylides which undergo cyclization into aziridines. 1,3-Cyclization of ylides, generated from N-arylimines of benzaldehyde, proceeds stereoselectively. When carrying out the reaction of Schiff bases with fluorocarbene in the presence of dimethyl maleate or dimethyl acetylenedicarboxylate, the products of dehydrofluorination of the primary adducts of the 1,3-dipolar cycloaddition of fluoro-substituted azomethine ylides to multiple bonds of dipolarophiles were obtained. In the case of the reaction of N-alkylimines of benzaldehyde the cycloaddition of ylides to dimethyl maleate completely suppressed the cyclization to aziridines.

AB - The reaction of Schiff bases with fluorocarbene, generated by reduction of dibromofluoromethane with active lead in the presence of Bu4NBr under ultrasound irradiation, involves the formation of fluoro-substituted azomethine ylides which undergo cyclization into aziridines. 1,3-Cyclization of ylides, generated from N-arylimines of benzaldehyde, proceeds stereoselectively. When carrying out the reaction of Schiff bases with fluorocarbene in the presence of dimethyl maleate or dimethyl acetylenedicarboxylate, the products of dehydrofluorination of the primary adducts of the 1,3-dipolar cycloaddition of fluoro-substituted azomethine ylides to multiple bonds of dipolarophiles were obtained. In the case of the reaction of N-alkylimines of benzaldehyde the cycloaddition of ylides to dimethyl maleate completely suppressed the cyclization to aziridines.

KW - Azomethine ylides

KW - Cyclization

KW - Cycloaddition

KW - Fluoroaziridines

KW - Fluorocarbene

UR - http://www.scopus.com/inward/record.url?scp=27644570998&partnerID=8YFLogxK

U2 - 10.1016/j.tetlet.2005.09.165

DO - 10.1016/j.tetlet.2005.09.165

M3 - Article

AN - SCOPUS:27644570998

VL - 46

SP - 8337

EP - 8340

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 48

ER -

ID: 28250336