2-Bromo-6-isocyanopyridine as a Universal Convertible Isocyanide for Multicomponent Chemistry
Publication type: Journal Article
Publication date: 2016-02-05
scimago Q1
wos Q1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
PubMed ID:
26849150
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
The development of 2-isocyanopyridines as novel convertible isocyanides for multicomponent chemistry is reported. Comparison of 12 representatives of this class revealed 2-bromo-6-isocyanopyridine as the optimal reagent in terms of stability and synthetic efficiency. It combines sufficient nucleophilicity with good leaving group capacity of the resulting amide moiety under both basic and acidic conditions. To demonstrate the practical utility of this reagent, an efficient two-step synthesis of the potent opioid carfentanil is presented.
Found
Nothing found, try to update filter.
Found
Nothing found, try to update filter.
Top-30
Journals
|
1
2
3
4
5
|
|
|
Organic Letters
5 publications, 9.62%
|
|
|
Organic and Biomolecular Chemistry
5 publications, 9.62%
|
|
|
Journal of Organic Chemistry
3 publications, 5.77%
|
|
|
Beilstein Journal of Organic Chemistry
2 publications, 3.85%
|
|
|
European Journal of Organic Chemistry
2 publications, 3.85%
|
|
|
Chemical Reviews
2 publications, 3.85%
|
|
|
Organic Chemistry Frontiers
2 publications, 3.85%
|
|
|
Green Chemistry
2 publications, 3.85%
|
|
|
Synlett
2 publications, 3.85%
|
|
|
Molecules
1 publication, 1.92%
|
|
|
Pharmaceuticals
1 publication, 1.92%
|
|
|
Yuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry
1 publication, 1.92%
|
|
|
Journal of Chemical Sciences
1 publication, 1.92%
|
|
|
Forensic Chemistry
1 publication, 1.92%
|
|
|
Tetrahedron Letters
1 publication, 1.92%
|
|
|
ChemInform
1 publication, 1.92%
|
|
|
Asian Journal of Organic Chemistry
1 publication, 1.92%
|
|
|
Advanced Synthesis and Catalysis
1 publication, 1.92%
|
|
|
ChemistrySelect
1 publication, 1.92%
|
|
|
Applied Organometallic Chemistry
1 publication, 1.92%
|
|
|
ACS Catalysis
1 publication, 1.92%
|
|
|
ACS Medicinal Chemistry Letters
1 publication, 1.92%
|
|
|
Chemical Society Reviews
1 publication, 1.92%
|
|
|
New Journal of Chemistry
1 publication, 1.92%
|
|
|
RSC Advances
1 publication, 1.92%
|
|
|
Chemical Communications
1 publication, 1.92%
|
|
|
Organic Preparations and Procedures International
1 publication, 1.92%
|
|
|
Heterocycles
1 publication, 1.92%
|
|
|
Synthesis
1 publication, 1.92%
|
|
|
1
2
3
4
5
|
Publishers
|
2
4
6
8
10
12
14
|
|
|
Royal Society of Chemistry (RSC)
13 publications, 25%
|
|
|
American Chemical Society (ACS)
12 publications, 23.08%
|
|
|
Wiley
11 publications, 21.15%
|
|
|
MDPI
3 publications, 5.77%
|
|
|
Elsevier
3 publications, 5.77%
|
|
|
Georg Thieme Verlag KG
3 publications, 5.77%
|
|
|
Beilstein-Institut
2 publications, 3.85%
|
|
|
The Society of Synthetic Organic Chemistry, Japan
1 publication, 1.92%
|
|
|
Springer Nature
1 publication, 1.92%
|
|
|
Taylor & Francis
1 publication, 1.92%
|
|
|
The Japan Institute of Heterocyclic Chemistry
1 publication, 1.92%
|
|
|
2
4
6
8
10
12
14
|
- 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
52
Total citations:
52
Citations from 2024:
5
(9%)
Cite this
GOST |
RIS |
BibTex |
MLA
Cite this
GOST
Copy
Van Der Heijden G. et al. 2-Bromo-6-isocyanopyridine as a Universal Convertible Isocyanide for Multicomponent Chemistry // Organic Letters. 2016. Vol. 18. No. 5. pp. 984-987.
GOST all authors (up to 50)
Copy
Van Der Heijden G., Jong J. A. W. (., Ruijter E., ORRU R. V. A. 2-Bromo-6-isocyanopyridine as a Universal Convertible Isocyanide for Multicomponent Chemistry // Organic Letters. 2016. Vol. 18. No. 5. pp. 984-987.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/acs.orglett.6b00091
UR - https://doi.org/10.1021/acs.orglett.6b00091
TI - 2-Bromo-6-isocyanopyridine as a Universal Convertible Isocyanide for Multicomponent Chemistry
T2 - Organic Letters
AU - Van Der Heijden, Gydo
AU - Jong, J A W (sjaak)
AU - Ruijter, Eelco
AU - ORRU, Romano Vincenzo Antonio
PY - 2016
DA - 2016/02/05
PB - American Chemical Society (ACS)
SP - 984-987
IS - 5
VL - 18
PMID - 26849150
SN - 1523-7060
SN - 1523-7052
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2016_Van Der Heijden,
author = {Gydo Van Der Heijden and J A W (sjaak) Jong and Eelco Ruijter and Romano Vincenzo Antonio ORRU},
title = {2-Bromo-6-isocyanopyridine as a Universal Convertible Isocyanide for Multicomponent Chemistry},
journal = {Organic Letters},
year = {2016},
volume = {18},
publisher = {American Chemical Society (ACS)},
month = {feb},
url = {https://doi.org/10.1021/acs.orglett.6b00091},
number = {5},
pages = {984--987},
doi = {10.1021/acs.orglett.6b00091}
}
Cite this
MLA
Copy
Van Der Heijden, Gydo, et al. “2-Bromo-6-isocyanopyridine as a Universal Convertible Isocyanide for Multicomponent Chemistry.” Organic Letters, vol. 18, no. 5, Feb. 2016, pp. 984-987. https://doi.org/10.1021/acs.orglett.6b00091.