Regiochemistry of addition of aminoheterocycles to α-cyanocinnamonitriles: formation of aza-bridged bi- and tricycles
1
Cancer Research, Global Pharmaceutical R&D, Abbott Laboratories, 100 Abbott Park Road, Abbott Park, IL 60064-6101, United States
|
2
Advanced Technology, Global Pharmaceutical R&D, Abbott Laboratories, 100 Abbott Park Road, Abbott Park, IL 60064-6101, United States
|
Publication type: Journal Article
Publication date: 2007-09-01
scimago Q3
wos Q3
SJR: 0.334
CiteScore: 3.2
Impact factor: 1.5
ISSN: 00404039, 18733581
Organic Chemistry
Drug Discovery
Biochemistry
Abstract
The additions of various five-membered ring aminoheterocycles to α-cyanocinnamonitriles were studied. Regiochemistry of product formation can in most cases be controlled by choosing the appropriate electrophile. An α-cyanocinnamonitrile with an additional β-leaving group normally provides products arising from initial attack of the ring amino group, while exo attack predominates in the case of the parent α-cyanocinnamonitrile. Aminopyrazole and aminoindazole provide only exo products with either electrophile. Product assignments were made via X-ray and 2D NMR methods; these assignments serve as a benchmark to several literature references and to future investigations of conjugate additions of these nucleophiles.
Found
Nothing found, try to update filter.
Found
Nothing found, try to update filter.
Top-30
Journals
|
1
2
3
|
|
|
Journal of Heterocyclic Chemistry
3 publications, 12.5%
|
|
|
Chemistry of Heterocyclic Compounds
2 publications, 8.33%
|
|
|
Journal of Molecular Structure
2 publications, 8.33%
|
|
|
Current Organic Chemistry
1 publication, 4.17%
|
|
|
Acta Crystallographica Section C Crystal Structure Communications
1 publication, 4.17%
|
|
|
Journal of Chemical Research
1 publication, 4.17%
|
|
|
Molecular Diversity
1 publication, 4.17%
|
|
|
Synthetic Communications
1 publication, 4.17%
|
|
|
Comptes Rendus Chimie
1 publication, 4.17%
|
|
|
Chinese Chemical Letters
1 publication, 4.17%
|
|
|
ChemInform
1 publication, 4.17%
|
|
|
Chinese Journal of Chemistry
1 publication, 4.17%
|
|
|
Doklady Chemistry
1 publication, 4.17%
|
|
|
RSC Advances
1 publication, 4.17%
|
|
|
Russian Journal of Organic Chemistry
1 publication, 4.17%
|
|
|
Advances in Heterocyclic Chemistry
1 publication, 4.17%
|
|
|
Organic Reaction Mechanisms
1 publication, 4.17%
|
|
|
Mendeleev Communications
1 publication, 4.17%
|
|
|
Chimica Techno Acta
1 publication, 4.17%
|
|
|
1
2
3
|
Publishers
|
1
2
3
4
5
6
|
|
|
Wiley
6 publications, 25%
|
|
|
Elsevier
5 publications, 20.83%
|
|
|
Springer Nature
3 publications, 12.5%
|
|
|
Pleiades Publishing
2 publications, 8.33%
|
|
|
Bentham Science Publishers Ltd.
1 publication, 4.17%
|
|
|
International Union of Crystallography (IUCr)
1 publication, 4.17%
|
|
|
SAGE
1 publication, 4.17%
|
|
|
Taylor & Francis
1 publication, 4.17%
|
|
|
Cellule MathDoc/Centre Mersenne
1 publication, 4.17%
|
|
|
Royal Society of Chemistry (RSC)
1 publication, 4.17%
|
|
|
OOO Zhurnal "Mendeleevskie Soobshcheniya"
1 publication, 4.17%
|
|
|
Ural Federal University
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
Total citations:
24
Citations from 2025:
2
(8.34%)
Cite this
GOST |
RIS |
BibTex |
MLA
Cite this
GOST
Copy
Wendt M. et al. Regiochemistry of addition of aminoheterocycles to α-cyanocinnamonitriles: formation of aza-bridged bi- and tricycles // Tetrahedron Letters. 2007. Vol. 48. No. 36. pp. 6360-6363.
GOST all authors (up to 50)
Copy
Wendt M., Kunzer A., Henry R. F., Cross J., Pagano T. G. Regiochemistry of addition of aminoheterocycles to α-cyanocinnamonitriles: formation of aza-bridged bi- and tricycles // Tetrahedron Letters. 2007. Vol. 48. No. 36. pp. 6360-6363.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1016/j.tetlet.2007.07.039
UR - https://doi.org/10.1016/j.tetlet.2007.07.039
TI - Regiochemistry of addition of aminoheterocycles to α-cyanocinnamonitriles: formation of aza-bridged bi- and tricycles
T2 - Tetrahedron Letters
AU - Wendt, M.
AU - Kunzer, Aaron
AU - Henry, Rodger F.
AU - Cross, Jeffrey
AU - Pagano, Thomas G
PY - 2007
DA - 2007/09/01
PB - Elsevier
SP - 6360-6363
IS - 36
VL - 48
SN - 0040-4039
SN - 1873-3581
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2007_Wendt,
author = {M. Wendt and Aaron Kunzer and Rodger F. Henry and Jeffrey Cross and Thomas G Pagano},
title = {Regiochemistry of addition of aminoheterocycles to α-cyanocinnamonitriles: formation of aza-bridged bi- and tricycles},
journal = {Tetrahedron Letters},
year = {2007},
volume = {48},
publisher = {Elsevier},
month = {sep},
url = {https://doi.org/10.1016/j.tetlet.2007.07.039},
number = {36},
pages = {6360--6363},
doi = {10.1016/j.tetlet.2007.07.039}
}
Cite this
MLA
Copy
Wendt, M., et al. “Regiochemistry of addition of aminoheterocycles to α-cyanocinnamonitriles: formation of aza-bridged bi- and tricycles.” Tetrahedron Letters, vol. 48, no. 36, Sep. 2007, pp. 6360-6363. https://doi.org/10.1016/j.tetlet.2007.07.039.