Chemistry of Heterocyclic Compounds, volume 56, issue 3, pages 255-264

Regioselectivity of (3+2) cycloaddition of azomethine ylides to activated olefins in the synthesis of spiro[oxindole-3,2 '-pyrrolidine] derivatives

Izmestev Alexei N ¹

Gazieva Galina А ¹

Kravchenko Angelina N ^{1, 2}

Hide authors affiliations Show authors affiliations: 2 affiliations

N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia |

PLEKHANOV Russian University of Economics, Moscow, Russia |

Publication type: Journal Article

Publication date: 2020-03-01

Springer Nature

Journal: Chemistry of Heterocyclic Compounds

Quartile SCImago

Quartile WOS

Impact factor: 1.5

ISSN: 00093122, 15738353

DOI: 10.1007/S10593-020-02654-Z

Copy DOI

Organic Chemistry

Abstract

The effect of the structure of the starting compounds on the regioselectivity of the (3+2) cycloaddition of azomethine ylides to olefins activated by electron-withdrawing groups in the synthesis of spiro[oxindole-3,2′-pyrrolidine] derivatives is generalized and analyzed.

By date By citations

Citations by journals

	1 2 3 4 5
Chemistry of Heterocyclic Compounds	Chemistry of Heterocyclic Compounds, 5, 23.81% Chemistry of Heterocyclic Compounds 5 publications, 23.81%
Organic and Biomolecular Chemistry	Organic and Biomolecular Chemistry, 2, 9.52% Organic and Biomolecular Chemistry 2 publications, 9.52%
Russian Journal of Organic Chemistry	Russian Journal of Organic Chemistry, 2, 9.52% Russian Journal of Organic Chemistry 2 publications, 9.52%
Bulletin of the Chemical Society of Japan	Bulletin of the Chemical Society of Japan, 1, 4.76% Bulletin of the Chemical Society of Japan 1 publication, 4.76%
Research on Chemical Intermediates	Research on Chemical Intermediates, 1, 4.76% Research on Chemical Intermediates 1 publication, 4.76%
Molecules	Molecules, 1, 4.76% Molecules 1 publication, 4.76%
Tetrahedron	Tetrahedron, 1, 4.76% Tetrahedron 1 publication, 4.76%
Helvetica Chimica Acta	Helvetica Chimica Acta, 1, 4.76% Helvetica Chimica Acta 1 publication, 4.76%
European Journal of Organic Chemistry	European Journal of Organic Chemistry, 1, 4.76% European Journal of Organic Chemistry 1 publication, 4.76%
Advanced Synthesis and Catalysis	Advanced Synthesis and Catalysis, 1, 4.76% Advanced Synthesis and Catalysis 1 publication, 4.76%
Organic Process Research and Development	Organic Process Research and Development, 1, 4.76% Organic Process Research and Development 1 publication, 4.76%
New Journal of Chemistry	New Journal of Chemistry, 1, 4.76% New Journal of Chemistry 1 publication, 4.76%
Phosphorus, Sulfur and Silicon and the Related Elements	Phosphorus, Sulfur and Silicon and the Related Elements, 1, 4.76% Phosphorus, Sulfur and Silicon and the Related Elements 1 publication, 4.76%
Medicinal Chemistry	Medicinal Chemistry, 1, 4.76% Medicinal Chemistry 1 publication, 4.76%
Advances in Heterocyclic Chemistry	Advances in Heterocyclic Chemistry, 1, 4.76% Advances in Heterocyclic Chemistry 1 publication, 4.76%
	1 2 3 4 5

Citations by publishers

	1 2 3 4 5 6
Springer Nature	Springer Nature, 6, 28.57% Springer Nature 6 publications, 28.57%
Royal Society of Chemistry (RSC)	Royal Society of Chemistry (RSC), 3, 14.29% Royal Society of Chemistry (RSC) 3 publications, 14.29%
Wiley	Wiley, 3, 14.29% Wiley 3 publications, 14.29%
Elsevier	Elsevier, 2, 9.52% Elsevier 2 publications, 9.52%
Pleiades Publishing	Pleiades Publishing, 2, 9.52% Pleiades Publishing 2 publications, 9.52%
The Chemical Society of Japan	The Chemical Society of Japan, 1, 4.76% The Chemical Society of Japan 1 publication, 4.76%
Multidisciplinary Digital Publishing Institute (MDPI)	Multidisciplinary Digital Publishing Institute (MDPI), 1, 4.76% Multidisciplinary Digital Publishing Institute (MDPI) 1 publication, 4.76%
American Chemical Society (ACS)	American Chemical Society (ACS), 1, 4.76% American Chemical Society (ACS) 1 publication, 4.76%
Taylor & Francis	Taylor & Francis, 1, 4.76% Taylor & Francis 1 publication, 4.76%
Bentham Science	Bentham Science, 1, 4.76% Bentham Science 1 publication, 4.76%
	1 2 3 4 5 6

We do not take into account publications that without a DOI.
Statistics recalculated only for publications connected to researchers, organizations and labs registered on the platform.
Statistics recalculated weekly.

{"yearsCitations":{"type":"bar","data":{"show":true,"labels":[2020,2021,2022,2023],"ids":[0,0,0,0],"codes":[0,0,0,0],"imageUrls":["","","",""],"datasets":[{"label":"Citations number","data":[5,5,7,4],"backgroundColor":["#3B82F6","#3B82F6","#3B82F6","#3B82F6"],"percentage":["23.81","23.81","33.33","19.05"],"barThickness":null}]},"options":{"indexAxis":"x","maintainAspectRatio":true,"scales":{"y":{"ticks":{"precision":0,"autoSkip":false,"font":{"family":"Montserrat"},"color":"#000000"}},"x":{"ticks":{"stepSize":1,"precision":0,"font":{"family":"Montserrat"},"color":"#000000"}}},"plugins":{"legend":{"position":"top","labels":{"font":{"family":"Montserrat"},"color":"#000000"}},"title":{"display":true,"text":"Citations per year","font":{"size":24,"family":"Montserrat","weight":600},"color":"#000000"}}}},"journals":{"type":"bar","data":{"show":true,"labels":["Chemistry of Heterocyclic Compounds","Organic and Biomolecular Chemistry","Russian Journal of Organic Chemistry","Bulletin of the Chemical Society of Japan","Research on Chemical Intermediates","Molecules","Tetrahedron","Helvetica Chimica Acta","European Journal of Organic Chemistry","Advanced Synthesis and Catalysis","Organic Process Research and Development","New Journal of Chemistry","Phosphorus, Sulfur and Silicon and the Related Elements","Medicinal Chemistry","Advances in Heterocyclic Chemistry"],"ids":[16828,541,5728,20870,10787,1770,3439,32,19472,3906,11058,1404,12904,1917,7227],"codes":[0,0,0,0,0,0,0,0,0,0,0,0,0,0,0],"imageUrls":["\/storage\/images\/resized\/voXLqlsvTwv5p3iMQ8Dhs95nqB4AXOG7Taj7G4ra_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/oZgeErrVFhuDksyqFURLvYS1wtVSBWczh001igGo_medium.webp","\/storage\/images\/resized\/ktSZPrGjOMvauY6mn7jk8bqo3Af0S6abv653w90B_medium.webp","\/storage\/images\/resized\/voXLqlsvTwv5p3iMQ8Dhs95nqB4AXOG7Taj7G4ra_medium.webp","\/storage\/images\/resized\/MjH1ITP7lMYGxeqUZfkt2BnVLgjkk413jwBV97XX_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/5YZtvLvkPZuc2JHOaZsjCvGSHFCuC3drUwN3YAc5_medium.webp","\/storage\/images\/resized\/doUaFUZdxUEQjLi1TwZjGHi8HXYNWWSk04dSC6Xh_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp"],"datasets":[{"label":"","data":[5,2,2,1,1,1,1,1,1,1,1,1,1,1,1],"backgroundColor":["#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6"],"percentage":[23.81,9.52,9.52,4.76,4.76,4.76,4.76,4.76,4.76,4.76,4.76,4.76,4.76,4.76,4.76],"barThickness":13}]},"options":{"indexAxis":"y","maintainAspectRatio":false,"scales":{"y":{"ticks":{"precision":0,"autoSkip":false,"font":{"family":"Montserrat"},"color":"#000000"}},"x":{"ticks":{"stepSize":null,"precision":0,"font":{"family":"Montserrat"},"color":"#000000"}}},"plugins":{"legend":{"position":"top","labels":{"font":{"family":"Montserrat"},"color":"#000000"}},"title":{"display":true,"text":"Journals","font":{"size":24,"family":"Montserrat","weight":600},"color":"#000000"}}}},"publishers":{"type":"bar","data":{"show":true,"labels":["Springer Nature","Royal Society of Chemistry (RSC)","Wiley","Elsevier","Pleiades Publishing","The Chemical Society of Japan","Multidisciplinary Digital Publishing Institute (MDPI)","American Chemical Society (ACS)","Taylor & Francis","Bentham Science"],"ids":[8,123,11,17,101,6950,202,40,18,39],"codes":[0,0,0,0,0,0,0,0,0,0],"imageUrls":["\/storage\/images\/resized\/voXLqlsvTwv5p3iMQ8Dhs95nqB4AXOG7Taj7G4ra_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/oZgeErrVFhuDksyqFURLvYS1wtVSBWczh001igGo_medium.webp","\/storage\/images\/resized\/ktSZPrGjOMvauY6mn7jk8bqo3Af0S6abv653w90B_medium.webp","\/storage\/images\/resized\/MjH1ITP7lMYGxeqUZfkt2BnVLgjkk413jwBV97XX_medium.webp","\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/5YZtvLvkPZuc2JHOaZsjCvGSHFCuC3drUwN3YAc5_medium.webp","\/storage\/images\/resized\/doUaFUZdxUEQjLi1TwZjGHi8HXYNWWSk04dSC6Xh_medium.webp"],"datasets":[{"label":"","data":[6,3,3,2,2,1,1,1,1,1],"backgroundColor":["#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6"],"percentage":[28.57,14.29,14.29,9.52,9.52,4.76,4.76,4.76,4.76,4.76],"barThickness":13}]},"options":{"indexAxis":"y","maintainAspectRatio":false,"scales":{"y":{"ticks":{"precision":0,"autoSkip":false,"font":{"family":"Montserrat"},"color":"#000000"}},"x":{"ticks":{"stepSize":null,"precision":0,"font":{"family":"Montserrat"},"color":"#000000"}}},"plugins":{"legend":{"position":"top","labels":{"font":{"family":"Montserrat"},"color":"#000000"}},"title":{"display":true,"text":"Publishers","font":{"size":24,"family":"Montserrat","weight":600},"color":"#000000"}}}}}

Metrics

Cite this

GOST |

Cite this

GOST Copy

Izmestev A. N. et al. Regioselectivity of (3+2) cycloaddition of azomethine ylides to activated olefins in the synthesis of spiro[oxindole-3,2 '-pyrrolidine] derivatives // Chemistry of Heterocyclic Compounds. 2020. Vol. 56. No. 3. pp. 255-264.

GOST all authors (up to 50) Copy

Izmestev A. N., Gazieva G. А., Kravchenko A. N. Regioselectivity of (3+2) cycloaddition of azomethine ylides to activated olefins in the synthesis of spiro[oxindole-3,2 '-pyrrolidine] derivatives // Chemistry of Heterocyclic Compounds. 2020. Vol. 56. No. 3. pp. 255-264.

RIS |

Cite this

RIS Copy

TY - JOUR

DO - 10.1007/S10593-020-02654-Z

UR - https://doi.org/10.1007%2FS10593-020-02654-Z

TI - Regioselectivity of (3+2) cycloaddition of azomethine ylides to activated olefins in the synthesis of spiro[oxindole-3,2 '-pyrrolidine] derivatives

T2 - Chemistry of Heterocyclic Compounds

AU - Izmestev, Alexei N

AU - Gazieva, Galina А

AU - Kravchenko, Angelina N

PY - 2020

DA - 2020/03/01 00:00:00

PB - Springer Nature

SP - 255-264

IS - 3

VL - 56

SN - 0009-3122

SN - 1573-8353

ER -

BibTex |

Cite this

BibTex Copy

@article{2020_Izmestev,

author = {Alexei N Izmestev and Galina А Gazieva and Angelina N Kravchenko},

title = {Regioselectivity of (3+2) cycloaddition of azomethine ylides to activated olefins in the synthesis of spiro[oxindole-3,2 '-pyrrolidine] derivatives},

journal = {Chemistry of Heterocyclic Compounds},

year = {2020},

volume = {56},

publisher = {Springer Nature},

month = {mar},

url = {https://doi.org/10.1007%2FS10593-020-02654-Z},

number = {3},

pages = {255--264},

doi = {10.1007/S10593-020-02654-Z}

}

MLA

Cite this

MLA Copy

Izmestev, Alexei N., et al. “Regioselectivity of (3+2) cycloaddition of azomethine ylides to activated olefins in the synthesis of spiro[oxindole-3,2 '-pyrrolidine] derivatives.” Chemistry of Heterocyclic Compounds, vol. 56, no. 3, Mar. 2020, pp. 255-264. https://doi.org/10.1007%2FS10593-020-02654-Z.

Found error?

Publisher

Springer Nature

Journal

Chemistry of Heterocyclic Compounds

Quartile SCImago

Quartile WOS

Impact factor

1.5

ISSN

00093122 (Print)
15738353 (Electronic)

Profiles