Open Access
Beilstein Journal of Organic Chemistry, volume 15, pages 2864-2871
Facile regiodivergent synthesis of spiro pyrrole-substituted pseudothiohydantoins and thiohydantoins via reaction of [e]-fused 1H-pyrrole-2,3-diones with thiourea
1
2
Department of Chemistry, University of Kansas, 1567 Irving Hill Road, Lawrence, Kansas 66045, United States.
|
Publication type: Journal Article
Publication date: 2019-11-27
Quartile SCImago
Q2
Quartile WOS
Q2
Impact factor: 2.7
ISSN: 18605397
PubMed ID:
31839832
Organic Chemistry
Abstract
A highly divergent synthesis of regioisomeric thiohydantoins and pseudothiohydantoins spiro-fused to a pharmacologically valuable pyrrole-2-one fragment involving the reaction of [e]-fused 1H-pyrrole-2,3-diones with thioureas was developed. The obtained spiro pseudothiohydantoin derivatives were found to undergo a pseudothiohydantoin–thiohydantoin rearrangement. The reactions were shown to proceed under catalyst-free conditions in good yields, and the products were isolated without applying preparative chromatography methods.
Citations by journals
|
1
2
3
4
5
|
|
|
Russian Journal of Organic Chemistry
|
Russian Journal of Organic Chemistry
5 publications, 62.5%
|
|
ChemistrySelect
|
ChemistrySelect
2 publications, 25%
|
|
Phosphorus, Sulfur and Silicon and the Related Elements
|
Phosphorus, Sulfur and Silicon and the Related Elements
1 publication, 12.5%
|
|
1
2
3
4
5
|
Citations by publishers
|
1
2
3
4
5
|
|
|
Pleiades Publishing
|
Pleiades Publishing
5 publications, 62.5%
|
|
Wiley
|
Wiley
2 publications, 25%
|
|
Taylor & Francis
|
Taylor & Francis
1 publication, 12.5%
|
|
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":[2020,2021,2022,2023,2024],"ids":[0,0,0,0,0],"codes":[0,0,0,0,0],"imageUrls":["","","","",""],"datasets":[{"label":"Citations number","data":[1,4,2,0,1],"backgroundColor":["#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6"],"percentage":["12.5","50","25",0,"12.5"],"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":["Russian Journal of Organic Chemistry","ChemistrySelect","Phosphorus, Sulfur and Silicon and the Related Elements"],"ids":[5728,8021,12904],"codes":[0,0,0],"imageUrls":["\/storage\/images\/resized\/oZgeErrVFhuDksyqFURLvYS1wtVSBWczh001igGo_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/5YZtvLvkPZuc2JHOaZsjCvGSHFCuC3drUwN3YAc5_medium.webp"],"datasets":[{"label":"","data":[5,2,1],"backgroundColor":["#3B82F6","#3B82F6","#3B82F6"],"percentage":[62.5,25,12.5],"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":["Pleiades Publishing","Wiley","Taylor & Francis"],"ids":[101,11,18],"codes":[0,0,0],"imageUrls":["\/storage\/images\/resized\/oZgeErrVFhuDksyqFURLvYS1wtVSBWczh001igGo_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/5YZtvLvkPZuc2JHOaZsjCvGSHFCuC3drUwN3YAc5_medium.webp"],"datasets":[{"label":"","data":[5,2,1],"backgroundColor":["#3B82F6","#3B82F6","#3B82F6"],"percentage":[62.5,25,12.5],"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
Cite this
GOST
Copy
Kobelev A. I. et al. Facile regiodivergent synthesis of spiro pyrrole-substituted pseudothiohydantoins and thiohydantoins via reaction of [e]-fused 1H-pyrrole-2,3-diones with thiourea // Beilstein Journal of Organic Chemistry. 2019. Vol. 15. pp. 2864-2871.
GOST all authors (up to 50)
Copy
Kobelev A. I., Tretyakov S. A., Khramtsova E. E., Dmitriev M. V., Rubin M., Maslivets A. N. Facile regiodivergent synthesis of spiro pyrrole-substituted pseudothiohydantoins and thiohydantoins via reaction of [e]-fused 1H-pyrrole-2,3-diones with thiourea // Beilstein Journal of Organic Chemistry. 2019. Vol. 15. pp. 2864-2871.
Cite this
RIS
Copy
TY - JOUR
DO - 10.3762/bjoc.15.280
UR - https://doi.org/10.3762%2Fbjoc.15.280
TI - Facile regiodivergent synthesis of spiro pyrrole-substituted pseudothiohydantoins and thiohydantoins via reaction of [e]-fused 1H-pyrrole-2,3-diones with thiourea
T2 - Beilstein Journal of Organic Chemistry
AU - Kobelev, A I
AU - Tretyakov, S A
AU - Khramtsova, Ekaterina E
AU - Dmitriev, Maksim V
AU - Rubin, Michael
AU - Maslivets, Andrey N
PY - 2019
DA - 2019/11/27 00:00:00
PB - Beilstein-Institut
SP - 2864-2871
VL - 15
PMID - 31839832
SN - 1860-5397
ER -
Cite this
BibTex
Copy
@article{2019_Kobelev,
author = {A I Kobelev and S A Tretyakov and Ekaterina E Khramtsova and Maksim V Dmitriev and Michael Rubin and Andrey N Maslivets},
title = {Facile regiodivergent synthesis of spiro pyrrole-substituted pseudothiohydantoins and thiohydantoins via reaction of [e]-fused 1H-pyrrole-2,3-diones with thiourea},
journal = {Beilstein Journal of Organic Chemistry},
year = {2019},
volume = {15},
publisher = {Beilstein-Institut},
month = {nov},
url = {https://doi.org/10.3762%2Fbjoc.15.280},
pages = {2864--2871},
doi = {10.3762/bjoc.15.280}
}