Tetrahedron Letters, volume 59, issue 4, pages 372-374
Efficient synthesis of chalcone-4′-sulfonyl chlorides and fluorides
Publication type: Journal Article
Publication date: 2018-01-01
Journal:
Tetrahedron Letters
Quartile SCImago
Q3
Quartile WOS
Q3
Impact factor: 1.8
ISSN: 00404039, 18733581
Organic Chemistry
Drug Discovery
Biochemistry
Abstract
A library of 4′-chloro- and 4′-fluorosulfonyl-substituted chalcones was prepared via the aldol-type condensation reactions of 4-acetylbenzene-1-sulfonyl halides with various aromatic aldehydes, either in absolute ethanol or glacial acetic acid, in the presence of dry HCl. This represents the first examples of chalcone sulfonyl halides in which the phenone ring bears one of these functional groups. The reactivity of the chalcone sulfonyl halides were strongly dependent on the styrene ring substituents; sulfonyl chlorides reacted with most nucleophiles (e.g. amines, alcohols), while sulfonyl fluorides reacted only with charged nucleophiles (e.g. phenolates).
Citations by journals
1
2
|
|
European Journal of Organic Chemistry
|
European Journal of Organic Chemistry
2 publications, 18.18%
|
Materials Today Communications
|
Materials Today Communications
1 publication, 9.09%
|
Current Organocatalysis
|
Current Organocatalysis
1 publication, 9.09%
|
Angewandte Chemie
|
Angewandte Chemie
1 publication, 9.09%
|
Angewandte Chemie - International Edition
|
Angewandte Chemie - International Edition
1 publication, 9.09%
|
ACS Combinatorial Science
|
ACS Combinatorial Science
1 publication, 9.09%
|
Journal of Organic Chemistry
|
Journal of Organic Chemistry
1 publication, 9.09%
|
Russian Journal of Organic Chemistry
|
Russian Journal of Organic Chemistry
1 publication, 9.09%
|
Polycyclic Aromatic Compounds
|
Polycyclic Aromatic Compounds
1 publication, 9.09%
|
Chemical Record
|
Chemical Record
1 publication, 9.09%
|
1
2
|
Citations by publishers
1
2
3
4
5
|
|
Wiley
|
Wiley
5 publications, 45.45%
|
American Chemical Society (ACS)
|
American Chemical Society (ACS)
2 publications, 18.18%
|
Elsevier
|
Elsevier
1 publication, 9.09%
|
Bentham Science
|
Bentham Science
1 publication, 9.09%
|
Pleiades Publishing
|
Pleiades Publishing
1 publication, 9.09%
|
Taylor & Francis
|
Taylor & Francis
1 publication, 9.09%
|
1
2
3
4
5
|
- 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":[2018,2019,2020,2021,2022,2023],"ids":[0,0,0,0,0,0],"codes":[0,0,0,0,0,0],"imageUrls":["","","","","",""],"datasets":[{"label":"Citations number","data":[2,1,3,1,3,1],"backgroundColor":["#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6"],"percentage":["18.18","9.09","27.27","9.09","27.27","9.09"],"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":["European Journal of Organic Chemistry","Materials Today Communications","Current Organocatalysis","Angewandte Chemie","Angewandte Chemie - International Edition","ACS Combinatorial Science","Journal of Organic Chemistry","Russian Journal of Organic Chemistry","Polycyclic Aromatic Compounds","Chemical Record"],"ids":[19472,12228,9541,25450,19215,2069,8697,5728,15253,22413],"codes":[0,0,0,0,0,0,0,0,0,0],"imageUrls":["\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/doUaFUZdxUEQjLi1TwZjGHi8HXYNWWSk04dSC6Xh_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/oZgeErrVFhuDksyqFURLvYS1wtVSBWczh001igGo_medium.webp","\/storage\/images\/resized\/5YZtvLvkPZuc2JHOaZsjCvGSHFCuC3drUwN3YAc5_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp"],"datasets":[{"label":"","data":[2,1,1,1,1,1,1,1,1,1],"backgroundColor":["#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6"],"percentage":[18.18,9.09,9.09,9.09,9.09,9.09,9.09,9.09,9.09,9.09],"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":["Wiley","American Chemical Society (ACS)","Elsevier","Bentham Science","Pleiades Publishing","Taylor & Francis"],"ids":[11,40,17,39,101,18],"codes":[0,0,0,0,0,0],"imageUrls":["\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/doUaFUZdxUEQjLi1TwZjGHi8HXYNWWSk04dSC6Xh_medium.webp","\/storage\/images\/resized\/oZgeErrVFhuDksyqFURLvYS1wtVSBWczh001igGo_medium.webp","\/storage\/images\/resized\/5YZtvLvkPZuc2JHOaZsjCvGSHFCuC3drUwN3YAc5_medium.webp"],"datasets":[{"label":"","data":[5,2,1,1,1,1],"backgroundColor":["#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6"],"percentage":[45.45,18.18,9.09,9.09,9.09,9.09],"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 |
RIS |
BibTex |
MLA
Cite this
GOST
Copy
Semenok D. V. et al. Efficient synthesis of chalcone-4′-sulfonyl chlorides and fluorides // Tetrahedron Letters. 2018. Vol. 59. No. 4. pp. 372-374.
GOST all authors (up to 50)
Copy
Semenok D. V., Kletskov A. V., Dikusar E., I. Potkin V., Lukin O. Efficient synthesis of chalcone-4′-sulfonyl chlorides and fluorides // Tetrahedron Letters. 2018. Vol. 59. No. 4. pp. 372-374.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1016/j.tetlet.2017.12.044
UR - https://doi.org/10.1016%2Fj.tetlet.2017.12.044
TI - Efficient synthesis of chalcone-4′-sulfonyl chlorides and fluorides
T2 - Tetrahedron Letters
AU - Semenok, Dmitry V.
AU - Kletskov, Alexey V
AU - Dikusar, Evgenij
AU - I. Potkin, Vladimir
AU - Lukin, Oleg
PY - 2018
DA - 2018/01/01 00:00:00
PB - Elsevier
SP - 372-374
IS - 4
VL - 59
SN - 0040-4039
SN - 1873-3581
ER -
Cite this
BibTex
Copy
@article{2018_Semenok,
author = {Dmitry V. Semenok and Alexey V Kletskov and Evgenij Dikusar and Vladimir I. Potkin and Oleg Lukin},
title = {Efficient synthesis of chalcone-4′-sulfonyl chlorides and fluorides},
journal = {Tetrahedron Letters},
year = {2018},
volume = {59},
publisher = {Elsevier},
month = {jan},
url = {https://doi.org/10.1016%2Fj.tetlet.2017.12.044},
number = {4},
pages = {372--374},
doi = {10.1016/j.tetlet.2017.12.044}
}
Cite this
MLA
Copy
Semenok, Dmitry V., et al. “Efficient synthesis of chalcone-4′-sulfonyl chlorides and fluorides.” Tetrahedron Letters, vol. 59, no. 4, Jan. 2018, pp. 372-374. https://doi.org/10.1016%2Fj.tetlet.2017.12.044.