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1,3-Dipolar cycloaddition of difluoro-substituted azomethine ylides. Synthesis and transformations of 2-fluoro-4,5-dihydropyrroles. / Novikov, M. S.; Khlebnikov, A. F.; Shevchenko, M. V.; Kostikov, R. R.; Vidovic, D.

In: Russian Journal of Organic Chemistry, Vol. 41, No. 10, 01.10.2005, p. 1496-1506.

Research output: Contribution to journal › Article › peer-review

Harvard

Novikov, MS, Khlebnikov, AF, Shevchenko, MV, Kostikov, RR & Vidovic, D 2005, '1,3-Dipolar cycloaddition of difluoro-substituted azomethine ylides. Synthesis and transformations of 2-fluoro-4,5-dihydropyrroles', Russian Journal of Organic Chemistry, vol. 41, no. 10, pp. 1496-1506. https://doi.org/10.1007/s11178-005-0373-x

APA

Novikov, M. S., Khlebnikov, A. F., Shevchenko, M. V., Kostikov, R. R., & Vidovic, D. (2005). 1,3-Dipolar cycloaddition of difluoro-substituted azomethine ylides. Synthesis and transformations of 2-fluoro-4,5-dihydropyrroles. Russian Journal of Organic Chemistry, 41(10), 1496-1506. https://doi.org/10.1007/s11178-005-0373-x

Vancouver

Novikov MS, Khlebnikov AF, Shevchenko MV, Kostikov RR, Vidovic D. 1,3-Dipolar cycloaddition of difluoro-substituted azomethine ylides. Synthesis and transformations of 2-fluoro-4,5-dihydropyrroles. Russian Journal of Organic Chemistry. 2005 Oct 1;41(10):1496-1506. https://doi.org/10.1007/s11178-005-0373-x

Author

Novikov, M. S. ; Khlebnikov, A. F. ; Shevchenko, M. V. ; Kostikov, R. R. ; Vidovic, D. / 1,3-Dipolar cycloaddition of difluoro-substituted azomethine ylides. Synthesis and transformations of 2-fluoro-4,5-dihydropyrroles. In: Russian Journal of Organic Chemistry. 2005 ; Vol. 41, No. 10. pp. 1496-1506.

BibTeX

@article{7f95999b4543410896aa596208649f21,
title = "1,3-Dipolar cycloaddition of difluoro-substituted azomethine ylides. Synthesis and transformations of 2-fluoro-4,5-dihydropyrroles",
abstract = "2-Fluoro-4,5-dihydropyrrole-3,4-dicarboxylic acid derivatives were obtained by reaction of difluorocarbene with N-substituted ketone imines in the presence of fumaronitrile, maleonitrile, or dimethyl maleate. The reaction involves intermediate formation of azomethine ylides and their subsequent cycloaddition at the double bond. 11H-Dibenz[b,e]azepine and 3,4-dihydroisoquinolines react with difluorocarbene in the presence of fumaronitrile to give fluoro-substituted dibenzo[c,f]pyrrolo[1,2-a]azepine and pyrrolo[2,1-a]-isoquinoline derivatives. Treatment of 2-fluoro-4,5-dihydropyrrole-3,4-dicarbonitrile with amines and alkoxides affords the corresponding 2-amino- and 2-alkoxy derivatives, while its reactions with hydrazine hydrate and benzimidamide lead to formation of substituted pyrrolo[2,3-c]pyrazole and pyrrolo[2,3-d]-pyrimidine derivatives.",
author = "Novikov, {M. S.} and Khlebnikov, {A. F.} and Shevchenko, {M. V.} and Kostikov, {R. R.} and D. Vidovic",
year = "2005",
month = oct,
day = "1",
doi = "10.1007/s11178-005-0373-x",
language = "English",
volume = "41",
pages = "1496--1506",
journal = "Russian Journal of Organic Chemistry",
issn = "1070-4280",
publisher = "МАИК {"}Наука/Интерпериодика{"}",
number = "10",

}

RIS

TY - JOUR

T1 - 1,3-Dipolar cycloaddition of difluoro-substituted azomethine ylides. Synthesis and transformations of 2-fluoro-4,5-dihydropyrroles

AU - Novikov, M. S.

AU - Khlebnikov, A. F.

AU - Shevchenko, M. V.

AU - Kostikov, R. R.

AU - Vidovic, D.

PY - 2005/10/1

Y1 - 2005/10/1

N2 - 2-Fluoro-4,5-dihydropyrrole-3,4-dicarboxylic acid derivatives were obtained by reaction of difluorocarbene with N-substituted ketone imines in the presence of fumaronitrile, maleonitrile, or dimethyl maleate. The reaction involves intermediate formation of azomethine ylides and their subsequent cycloaddition at the double bond. 11H-Dibenz[b,e]azepine and 3,4-dihydroisoquinolines react with difluorocarbene in the presence of fumaronitrile to give fluoro-substituted dibenzo[c,f]pyrrolo[1,2-a]azepine and pyrrolo[2,1-a]-isoquinoline derivatives. Treatment of 2-fluoro-4,5-dihydropyrrole-3,4-dicarbonitrile with amines and alkoxides affords the corresponding 2-amino- and 2-alkoxy derivatives, while its reactions with hydrazine hydrate and benzimidamide lead to formation of substituted pyrrolo[2,3-c]pyrazole and pyrrolo[2,3-d]-pyrimidine derivatives.

AB - 2-Fluoro-4,5-dihydropyrrole-3,4-dicarboxylic acid derivatives were obtained by reaction of difluorocarbene with N-substituted ketone imines in the presence of fumaronitrile, maleonitrile, or dimethyl maleate. The reaction involves intermediate formation of azomethine ylides and their subsequent cycloaddition at the double bond. 11H-Dibenz[b,e]azepine and 3,4-dihydroisoquinolines react with difluorocarbene in the presence of fumaronitrile to give fluoro-substituted dibenzo[c,f]pyrrolo[1,2-a]azepine and pyrrolo[2,1-a]-isoquinoline derivatives. Treatment of 2-fluoro-4,5-dihydropyrrole-3,4-dicarbonitrile with amines and alkoxides affords the corresponding 2-amino- and 2-alkoxy derivatives, while its reactions with hydrazine hydrate and benzimidamide lead to formation of substituted pyrrolo[2,3-c]pyrazole and pyrrolo[2,3-d]-pyrimidine derivatives.

UR - http://www.scopus.com/inward/record.url?scp=29244456131&partnerID=8YFLogxK

U2 - 10.1007/s11178-005-0373-x

DO - 10.1007/s11178-005-0373-x

M3 - Article

AN - SCOPUS:29244456131

VL - 41

SP - 1496

EP - 1506

JO - Russian Journal of Organic Chemistry

JF - Russian Journal of Organic Chemistry

SN - 1070-4280

IS - 10

ER -

ID: 28250053