Chemistry of Heterocyclic Compounds

, volume 23 , issue 10 , pages 1070-1076

Reactions of dichlorocarbene with N-(2,2-diphenylvinylidene)-anilines. 1,3-Dipolar derivatives of ketenimine-ylides

A F Khlebnikov ¹

M.S. Novikov ¹

R R Kostikov ¹

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A. A. Zhdanov Leningrad State University, Leningrad |

Publication type: Journal Article

Publication date: 1987-10-01

Springer Nature

Chemistry of Heterocyclic Compounds

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wos Q4

SJR: 0.243

CiteScore: 2.7

Impact factor: 1.0

ISSN: 00093122, 15738353

DOI: 10.1007/BF00476534

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Organic Chemistry

Abstract

Ketenimine-ylides Ph2C=C-N+(=CCl2)Ar, formed by the reaction of N-(2,2-diphenylvinylidene)anilines with dichlorocarbene, generated by heating sodium trichloroacetate in chloroform, undergoes [2+3]-cycloaddition with dimethylacetylenedicarboxylate, methyl methacrylate, and dimethyl fumarate to give pyrrole derivatives; in addition, pyridine derivatives are formed in the reaction with dimethyl fumarate. In the absence of a dipolar compound, ketenimines-ylides give N-aryl-N-(2,2-diphenylvinyl)amides of di- and trichloracetic acids.

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Novikov Mikhail

DSc in Chemistry, associate professor

218 publications, 4 192 citations, 54 reviews

h-index: 33

Saint Petersburg State University

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Khlebnikov A. F., Novikov M., Kostikov R. R. Reactions of dichlorocarbene with N-(2,2-diphenylvinylidene)-anilines. 1,3-Dipolar derivatives of ketenimine-ylides // Chemistry of Heterocyclic Compounds. 1987. Vol. 23. No. 10. pp. 1070-1076.

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TY - JOUR

DO - 10.1007/BF00476534

UR - https://doi.org/10.1007/BF00476534

TI - Reactions of dichlorocarbene with N-(2,2-diphenylvinylidene)-anilines. 1,3-Dipolar derivatives of ketenimine-ylides

T2 - Chemistry of Heterocyclic Compounds

AU - Khlebnikov, A F

AU - Novikov, M.S.

AU - Kostikov, R R

PY - 1987

DA - 1987/10/01

PB - Springer Nature

SP - 1070-1076

IS - 10

VL - 23

SN - 0009-3122

SN - 1573-8353

ER -

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@article{1987_Khlebnikov,

author = {A F Khlebnikov and M.S. Novikov and R R Kostikov},

title = {Reactions of dichlorocarbene with N-(2,2-diphenylvinylidene)-anilines. 1,3-Dipolar derivatives of ketenimine-ylides},

journal = {Chemistry of Heterocyclic Compounds},

year = {1987},

volume = {23},

publisher = {Springer Nature},

month = {oct},

url = {https://doi.org/10.1007/BF00476534},

number = {10},

pages = {1070--1076},

doi = {10.1007/BF00476534}

}

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Khlebnikov, A. F., et al. “Reactions of dichlorocarbene with N-(2,2-diphenylvinylidene)-anilines. 1,3-Dipolar derivatives of ketenimine-ylides.” Chemistry of Heterocyclic Compounds, vol. 23, no. 10, Oct. 1987, pp. 1070-1076. https://doi.org/10.1007/BF00476534.