volume 85 issue 14 pages 9015-9028

Assembly of Thiosubstituted Benzoxazoles via Copper-Catalyzed Coupling of Thiols with 5-Iodotriazoles Serving as Diazo Surrogates

Publication typeJournal Article
Publication date2020-06-08
scimago Q2
wos Q1
SJR0.737
CiteScore6.1
Impact factor3.6
ISSN00223263, 15206904
Organic Chemistry
Abstract
An efficient cascade approach to thiosubstituted benzoxazoles has been developed. The transformation starts with in situ generation of diazo compound via annulation-triggered electrocyclic opening of 1,2,3-triazole ring. The subsequent Cu-catalyzed trapping of diazo intermediates by various thiols affords desired heterocycles in generally good yields up to 91%. The protocol features very good functional group tolerance and is applicable to substrates with different electronic properties.
Found 
Found 

Top-30

Journals

1
2
3
4
5
Russian Journal of Organic Chemistry
5 publications, 20.83%
Organic and Biomolecular Chemistry
3 publications, 12.5%
Journal of Organic Chemistry
2 publications, 8.33%
Журнал органической химии
2 publications, 8.33%
Advanced Synthesis and Catalysis
1 publication, 4.17%
ACS Sustainable Chemistry and Engineering
1 publication, 4.17%
Chemical Reviews
1 publication, 4.17%
Organic Chemistry Frontiers
1 publication, 4.17%
New Journal of Chemistry
1 publication, 4.17%
Green Chemistry
1 publication, 4.17%
Organic Letters
1 publication, 4.17%
Green Synthesis and Catalysis
1 publication, 4.17%
Lomonosov chemistry journal
1 publication, 4.17%
Synthesis
1 publication, 4.17%
1
2
3
4
5

Publishers

1
2
3
4
5
6
Royal Society of Chemistry (RSC)
6 publications, 25%
American Chemical Society (ACS)
5 publications, 20.83%
Pleiades Publishing
5 publications, 20.83%
Wiley
3 publications, 12.5%
Akademizdatcenter Nauka
1 publication, 4.17%
The Russian Academy of Sciences
1 publication, 4.17%
Elsevier
1 publication, 4.17%
Moscow University Press
1 publication, 4.17%
Georg Thieme Verlag KG
1 publication, 4.17%
1
2
3
4
5
6
  • We do not take into account publications without a DOI.
  • Statistics recalculated weekly.

Are you a researcher?

Create a profile to get free access to personal recommendations for colleagues and new articles.
Metrics
24
Share
Cite this
GOST |
Cite this
GOST Copy
Kotovshchikov Y. N. et al. Assembly of Thiosubstituted Benzoxazoles via Copper-Catalyzed Coupling of Thiols with 5-Iodotriazoles Serving as Diazo Surrogates // Journal of Organic Chemistry. 2020. Vol. 85. No. 14. pp. 9015-9028.
GOST all authors (up to 50) Copy
Kotovshchikov Y. N., Latyshev G. V., Kirillova E. A., Moskalenko U. D., Lukashev N. V., Beletskaya I. P. Assembly of Thiosubstituted Benzoxazoles via Copper-Catalyzed Coupling of Thiols with 5-Iodotriazoles Serving as Diazo Surrogates // Journal of Organic Chemistry. 2020. Vol. 85. No. 14. pp. 9015-9028.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1021/acs.joc.0c00931
UR - https://doi.org/10.1021/acs.joc.0c00931
TI - Assembly of Thiosubstituted Benzoxazoles via Copper-Catalyzed Coupling of Thiols with 5-Iodotriazoles Serving as Diazo Surrogates
T2 - Journal of Organic Chemistry
AU - Kotovshchikov, Yury N
AU - Latyshev, Gennadij V
AU - Kirillova, Elena A
AU - Moskalenko, Uliana D
AU - Lukashev, Nikolay V
AU - Beletskaya, Irina P.
PY - 2020
DA - 2020/06/08
PB - American Chemical Society (ACS)
SP - 9015-9028
IS - 14
VL - 85
PMID - 32508100
SN - 0022-3263
SN - 1520-6904
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2020_Kotovshchikov,
author = {Yury N Kotovshchikov and Gennadij V Latyshev and Elena A Kirillova and Uliana D Moskalenko and Nikolay V Lukashev and Irina P. Beletskaya},
title = {Assembly of Thiosubstituted Benzoxazoles via Copper-Catalyzed Coupling of Thiols with 5-Iodotriazoles Serving as Diazo Surrogates},
journal = {Journal of Organic Chemistry},
year = {2020},
volume = {85},
publisher = {American Chemical Society (ACS)},
month = {jun},
url = {https://doi.org/10.1021/acs.joc.0c00931},
number = {14},
pages = {9015--9028},
doi = {10.1021/acs.joc.0c00931}
}
MLA
Cite this
MLA Copy
Kotovshchikov, Yury N., et al. “Assembly of Thiosubstituted Benzoxazoles via Copper-Catalyzed Coupling of Thiols with 5-Iodotriazoles Serving as Diazo Surrogates.” Journal of Organic Chemistry, vol. 85, no. 14, Jun. 2020, pp. 9015-9028. https://doi.org/10.1021/acs.joc.0c00931.