A Reaction of Triazoles with Thioesters to Produce β‐Sulfanyl Enamides by Insertion of an Enamine Moiety into the Sulfur–Carbonyl Bond
Publication type: Journal Article
Publication date: 2015-07-14
scimago Q1
wos Q1
SJR: 5.550
CiteScore: 27.6
Impact factor: 16.9
ISSN: 14337851, 15213773
PubMed ID:
26173927
General Chemistry
Catalysis
Abstract
N-Sulfonyl-1,2,3-triazoles react with thioesters in the presence of a rhodium(II) catalyst to produce β-sulfanyl enamides in a stereoselective manner. The reaction proceeds through generation of an α-imino rhodium carbene complex, nucleophilic addition of the sulfur atom of a thioester onto the carbenoid carbon atom, and subsequent intramolecular migration of the acyl group from the sulfur atom to the imino nitrogen atom. The method is successfully applied to a ring-expansion reaction of thiolactones, thus leading to the formation of sulfur-containing lactams.
Found
Nothing found, try to update filter.
Found
Nothing found, try to update filter.
Top-30
Journals
|
2
4
6
8
10
12
14
16
18
|
|
|
Organic Letters
18 publications, 16.07%
|
|
|
Organic Chemistry Frontiers
12 publications, 10.71%
|
|
|
Journal of Organic Chemistry
9 publications, 8.04%
|
|
|
Chemical Communications
8 publications, 7.14%
|
|
|
Organic and Biomolecular Chemistry
7 publications, 6.25%
|
|
|
Chemistry - A European Journal
7 publications, 6.25%
|
|
|
Advanced Synthesis and Catalysis
6 publications, 5.36%
|
|
|
Angewandte Chemie
3 publications, 2.68%
|
|
|
Angewandte Chemie - International Edition
3 publications, 2.68%
|
|
|
European Journal of Organic Chemistry
3 publications, 2.68%
|
|
|
Chemical Science
3 publications, 2.68%
|
|
|
Synthesis
2 publications, 1.79%
|
|
|
Tetrahedron Letters
2 publications, 1.79%
|
|
|
Asian Journal of Organic Chemistry
2 publications, 1.79%
|
|
|
Chemical Record
2 publications, 1.79%
|
|
|
ACS Catalysis
2 publications, 1.79%
|
|
|
Molecules
2 publications, 1.79%
|
|
|
Current Organic Synthesis
1 publication, 0.89%
|
|
|
Chemistry Letters
1 publication, 0.89%
|
|
|
Catalysts
1 publication, 0.89%
|
|
|
Yuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry
1 publication, 0.89%
|
|
|
Tetrahedron
1 publication, 0.89%
|
|
|
Coordination Chemistry Reviews
1 publication, 0.89%
|
|
|
ChemInform
1 publication, 0.89%
|
|
|
Helvetica Chimica Acta
1 publication, 0.89%
|
|
|
Chemical Reviews
1 publication, 0.89%
|
|
|
New Journal of Chemistry
1 publication, 0.89%
|
|
|
Catalysis Science and Technology
1 publication, 0.89%
|
|
|
Synthetic Communications
1 publication, 0.89%
|
|
|
2
4
6
8
10
12
14
16
18
|
Publishers
|
5
10
15
20
25
30
35
|
|
|
Royal Society of Chemistry (RSC)
32 publications, 28.57%
|
|
|
Wiley
32 publications, 28.57%
|
|
|
American Chemical Society (ACS)
31 publications, 27.68%
|
|
|
Elsevier
5 publications, 4.46%
|
|
|
MDPI
3 publications, 2.68%
|
|
|
Georg Thieme Verlag KG
3 publications, 2.68%
|
|
|
Bentham Science Publishers Ltd.
1 publication, 0.89%
|
|
|
Oxford University Press
1 publication, 0.89%
|
|
|
The Society of Synthetic Organic Chemistry, Japan
1 publication, 0.89%
|
|
|
Taylor & Francis
1 publication, 0.89%
|
|
|
Springer Nature
1 publication, 0.89%
|
|
|
Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii
1 publication, 0.89%
|
|
|
5
10
15
20
25
30
35
|
- 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
112
Total citations:
112
Citations from 2024:
14
(12.5%)
Cite this
GOST |
RIS |
BibTex |
MLA
Cite this
GOST
Copy
Miura T. et al. A Reaction of Triazoles with Thioesters to Produce β‐Sulfanyl Enamides by Insertion of an Enamine Moiety into the Sulfur–Carbonyl Bond // Angewandte Chemie - International Edition. 2015. Vol. 54. No. 34. pp. 9967-9970.
GOST all authors (up to 50)
Copy
Miura T., Fujimoto Y., Funakoshi Y., MURAKAMI M. A Reaction of Triazoles with Thioesters to Produce β‐Sulfanyl Enamides by Insertion of an Enamine Moiety into the Sulfur–Carbonyl Bond // Angewandte Chemie - International Edition. 2015. Vol. 54. No. 34. pp. 9967-9970.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1002/anie.201504013
UR - https://doi.org/10.1002/anie.201504013
TI - A Reaction of Triazoles with Thioesters to Produce β‐Sulfanyl Enamides by Insertion of an Enamine Moiety into the Sulfur–Carbonyl Bond
T2 - Angewandte Chemie - International Edition
AU - Miura, Tomoya
AU - Fujimoto, Yoshikazu
AU - Funakoshi, Yuuta
AU - MURAKAMI, MASAHIRO
PY - 2015
DA - 2015/07/14
PB - Wiley
SP - 9967-9970
IS - 34
VL - 54
PMID - 26173927
SN - 1433-7851
SN - 1521-3773
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2015_Miura,
author = {Tomoya Miura and Yoshikazu Fujimoto and Yuuta Funakoshi and MASAHIRO MURAKAMI},
title = {A Reaction of Triazoles with Thioesters to Produce β‐Sulfanyl Enamides by Insertion of an Enamine Moiety into the Sulfur–Carbonyl Bond},
journal = {Angewandte Chemie - International Edition},
year = {2015},
volume = {54},
publisher = {Wiley},
month = {jul},
url = {https://doi.org/10.1002/anie.201504013},
number = {34},
pages = {9967--9970},
doi = {10.1002/anie.201504013}
}
Cite this
MLA
Copy
Miura, Tomoya, et al. “A Reaction of Triazoles with Thioesters to Produce β‐Sulfanyl Enamides by Insertion of an Enamine Moiety into the Sulfur–Carbonyl Bond.” Angewandte Chemie - International Edition, vol. 54, no. 34, Jul. 2015, pp. 9967-9970. https://doi.org/10.1002/anie.201504013.