Organic Letters, volume 23, issue 6, pages 2332-2336
Vinylcyclopropanes as All-Carbon 1,5-Dipoles: A Reactivity Switch for Palladium-Catalyzed (5 + 4) Cycloadditions
1
Laboratoire de Synthèse Organique, UMR 7652, Ecole Polytechnique, ENSTA ParisTech, CNRS, Palaiseau 91128 Cedex, France
|
2
Laboratoire de Chimie Moléculaire, UMR 9168, Ecole Polytechnique, CNRS, 91128 Palaiseau Cedex France
|
Publication type: Journal Article
Publication date: 2021-03-04
Journal:
Organic Letters
Quartile SCImago
Q1
Quartile WOS
Q1
Impact factor: 5.2
ISSN: 15237060, 15237052
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
Azonanes were prepared by a palladium-catalyzed (5 + 4) cycloaddition between activated vinylcyclopropanes and 1-azadienes. During this process, the vinylcyclopropane partner displayed an unusual reactivity and behaved as an all-carbon 1,5-dipole. A N,N-bidentate ligand was required to inhibit the formation of thermodynamic (3 + 2) cycloadducts.
Top-30
Citations by journals
|
1
2
3
4
|
|
|
Organic Chemistry Frontiers
4 publications, 21.05%
|
|
|
Journal of Organic Chemistry
3 publications, 15.79%
|
|
|
Molecules
1 publication, 5.26%
|
|
|
Chemical Science
1 publication, 5.26%
|
|
|
Asian Journal of Organic Chemistry
1 publication, 5.26%
|
|
|
Organic Letters
1 publication, 5.26%
|
|
|
Chemical Society Reviews
1 publication, 5.26%
|
|
|
ACS Catalysis
1 publication, 5.26%
|
|
|
Angewandte Chemie
1 publication, 5.26%
|
|
|
Angewandte Chemie - International Edition
1 publication, 5.26%
|
|
|
Russian Chemical Reviews
1 publication, 5.26%
|
|
|
Organic and Biomolecular Chemistry
1 publication, 5.26%
|
|
|
Synlett
1 publication, 5.26%
|
|
|
ChemistrySelect
1 publication, 5.26%
|
|
|
1
2
3
4
|
Citations by publishers
|
1
2
3
4
5
6
7
|
|
|
Royal Society of Chemistry (RSC)
7 publications, 36.84%
|
|
|
American Chemical Society (ACS)
5 publications, 26.32%
|
|
|
Wiley
4 publications, 21.05%
|
|
|
Multidisciplinary Digital Publishing Institute (MDPI)
1 publication, 5.26%
|
|
|
Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii
1 publication, 5.26%
|
|
|
Thieme
1 publication, 5.26%
|
|
|
1
2
3
4
5
6
7
|
- We do not take into account publications 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":[2021,2022,2023,2024],"ids":[0,0,0,0],"codes":[0,0,0,0],"imageUrls":["","","",""],"datasets":[{"label":"Citations number","data":[2,3,6,8],"backgroundColor":["#3B82F6","#3B82F6","#3B82F6","#3B82F6"],"percentage":["10.53","15.79","31.58","42.11"],"barThickness":null}]},"options":{"indexAxis":"x","maintainAspectRatio":true,"scales":{"y":{"ticks":{"precision":0,"autoSkip":false,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":false},"x":{"ticks":{"stepSize":1,"precision":0,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":false}},"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":["Organic Chemistry Frontiers","Journal of Organic Chemistry","Molecules","Chemical Science","Asian Journal of Organic Chemistry","Organic Letters","Chemical Society Reviews","ACS Catalysis","Angewandte Chemie","Angewandte Chemie - International Edition","Russian Chemical Reviews","Organic and Biomolecular Chemistry","Synlett","ChemistrySelect"],"ids":[3991,8697,1770,9646,9409,3315,20586,4873,25450,19215,23802,541,10217,8021],"codes":[0,0,0,0,0,0,0,0,0,0,0,0,0,0],"imageUrls":["\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/MjH1ITP7lMYGxeqUZfkt2BnVLgjkk413jwBV97XX_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/9Mus3KG1Tkd7Bwaurt8H3RwWh0CxRlGoO6ng9UK1_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/xqixcltwJYe6H8Uco2JbAFfIOzt7UNKH0OcPOPzO_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp"],"datasets":[{"label":"","data":[4,3,1,1,1,1,1,1,1,1,1,1,1,1],"backgroundColor":["#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6"],"percentage":[21.05,15.79,5.26,5.26,5.26,5.26,5.26,5.26,5.26,5.26,5.26,5.26,5.26,5.26],"barThickness":13}]},"options":{"indexAxis":"y","maintainAspectRatio":false,"scales":{"y":{"ticks":{"precision":0,"autoSkip":false,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":false},"x":{"ticks":{"stepSize":null,"precision":0,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":false}},"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":["Royal Society of Chemistry (RSC)","American Chemical Society (ACS)","Wiley","Multidisciplinary Digital Publishing Institute (MDPI)","Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii","Thieme"],"ids":[123,40,11,202,9422,135],"codes":[0,0,0,0,0,0],"imageUrls":["\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/MjH1ITP7lMYGxeqUZfkt2BnVLgjkk413jwBV97XX_medium.webp","\/storage\/images\/resized\/9Mus3KG1Tkd7Bwaurt8H3RwWh0CxRlGoO6ng9UK1_medium.webp","\/storage\/images\/resized\/xqixcltwJYe6H8Uco2JbAFfIOzt7UNKH0OcPOPzO_medium.webp"],"datasets":[{"label":"","data":[7,5,4,1,1,1],"backgroundColor":["#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6"],"percentage":[36.84,26.32,21.05,5.26,5.26,5.26],"barThickness":13}]},"options":{"indexAxis":"y","maintainAspectRatio":false,"scales":{"y":{"ticks":{"precision":0,"autoSkip":false,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":false},"x":{"ticks":{"stepSize":null,"precision":0,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":false}},"plugins":{"legend":{"position":"top","labels":{"font":{"family":"Montserrat"},"color":"#000000"}},"title":{"display":true,"text":"Publishers","font":{"size":24,"family":"Montserrat","weight":600},"color":"#000000"}}}},"yearsCitationsQuartiles":{"type":"bar","data":{"show":true,"labels":[2021,2022,2023,2024],"ids":[],"codes":[],"imageUrls":[],"datasets":[{"label":"Q4","backgroundColor":"rgb(221,90,78)","data":[0,0,0,0],"percentage":["0","0","0","0"]},{"label":"Q3","backgroundColor":"rgb(251, 163,83)","data":[0,0,0,0],"percentage":["0","0","0","0"]},{"label":"Q2","backgroundColor":"rgb(232, 213, 89)","data":[1,0,0,2],"percentage":["5.26","0","0","10.53"]},{"label":"Q1","backgroundColor":"rgb(164, 207, 99)","data":[1,3,6,6],"percentage":["5.26","15.79","31.58","31.58"]},{"label":"Quartile not defined","backgroundColor":"#E5E7EB","data":[0,0,0,0],"percentage":["0","0","0","0"]}]},"options":{"indexAxis":"x","maintainAspectRatio":true,"scales":{"y":{"ticks":{"precision":0,"autoSkip":false,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":true},"x":{"ticks":{"stepSize":1,"precision":0,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":true}},"plugins":{"legend":{"position":"top","labels":{"font":{"family":"Montserrat"},"color":"#000000"}},"title":{"display":true,"text":"Citations quartiles by SCImago per year","font":{"size":24,"family":"Montserrat","weight":600},"color":"#000000"}}}},"yearsCitationsQuartilesWs":{"type":"bar","data":{"show":true,"labels":[2021,2022,2023,2024],"ids":[],"codes":[],"imageUrls":[],"datasets":[{"label":"Q4","backgroundColor":"rgb(221,90,78)","data":[0,0,0,0],"percentage":["0","0","0","0"]},{"label":"Q3","backgroundColor":"rgb(251, 163,83)","data":[0,0,0,2],"percentage":["0","0","0","10.53"]},{"label":"Q2","backgroundColor":"rgb(232, 213, 89)","data":[1,0,1,1],"percentage":["5.26","0","5.26","5.26"]},{"label":"Q1","backgroundColor":"rgb(164, 207, 99)","data":[1,3,5,4],"percentage":["5.26","15.79","26.32","21.05"]},{"label":"Quartile not defined","backgroundColor":"#E5E7EB","data":[0,0,0,1],"percentage":["0","0","0","5.26"]}]},"options":{"indexAxis":"x","maintainAspectRatio":true,"scales":{"y":{"ticks":{"precision":0,"autoSkip":false,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":true},"x":{"ticks":{"stepSize":1,"precision":0,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":true}},"plugins":{"legend":{"position":"top","labels":{"font":{"family":"Montserrat"},"color":"#000000"}},"title":{"display":true,"text":"Citations quartiles by WoS per year","font":{"size":24,"family":"Montserrat","weight":600},"color":"#000000"}}}}}
Are you a researcher?
Create a profile to get free access to personal recommendations for colleagues and new articles.
Metrics
Cite this
GOST |
RIS |
BibTex |
MLA
Cite this
GOST
Copy
Scuiller A. et al. Vinylcyclopropanes as All-Carbon 1,5-Dipoles: A Reactivity Switch for Palladium-Catalyzed (5 + 4) Cycloadditions // Organic Letters. 2021. Vol. 23. No. 6. pp. 2332-2336.
GOST all authors (up to 50)
Copy
Scuiller A., Karnat A., Casaretto N., Archambeau A. Vinylcyclopropanes as All-Carbon 1,5-Dipoles: A Reactivity Switch for Palladium-Catalyzed (5 + 4) Cycloadditions // Organic Letters. 2021. Vol. 23. No. 6. pp. 2332-2336.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/acs.orglett.1c00477
UR - https://doi.org/10.1021/acs.orglett.1c00477
TI - Vinylcyclopropanes as All-Carbon 1,5-Dipoles: A Reactivity Switch for Palladium-Catalyzed (5 + 4) Cycloadditions
T2 - Organic Letters
AU - Scuiller, Anaïs
AU - Karnat, Alexandre
AU - Archambeau, Alexis
AU - Casaretto, Nicolas
PY - 2021
DA - 2021/03/04 00:00:00
PB - American Chemical Society (ACS)
SP - 2332-2336
IS - 6
VL - 23
SN - 1523-7060
SN - 1523-7052
ER -
Cite this
BibTex
Copy
@article{2021_Scuiller,
author = {Anaïs Scuiller and Alexandre Karnat and Alexis Archambeau and Nicolas Casaretto},
title = {Vinylcyclopropanes as All-Carbon 1,5-Dipoles: A Reactivity Switch for Palladium-Catalyzed (5 + 4) Cycloadditions},
journal = {Organic Letters},
year = {2021},
volume = {23},
publisher = {American Chemical Society (ACS)},
month = {mar},
url = {https://doi.org/10.1021/acs.orglett.1c00477},
number = {6},
pages = {2332--2336},
doi = {10.1021/acs.orglett.1c00477}
}
Cite this
MLA
Copy
Scuiller, Anaïs, et al. “Vinylcyclopropanes as All-Carbon 1,5-Dipoles: A Reactivity Switch for Palladium-Catalyzed (5 + 4) Cycloadditions.” Organic Letters, vol. 23, no. 6, Mar. 2021, pp. 2332-2336. https://doi.org/10.1021/acs.orglett.1c00477.