2-Substituted-3-acylindoles through the Palladium-Catalysed Carbonylative Cyclization of 2-Alkynyltrifluoroacetanilides with Aryl Halides and Vinyl Triflates
1
Istituto di Chimica Organica delta Facoltádi Scienze, Universitádi Urbino, P.za della Repubblica 13,161010 Urbino, Italy.
|
3
Dipartimento di Chimica, Ingegneria Chimica e Materiali, Universitádegli Studi, V. Assergi 4,1-67100 L'Aquila, Italy.
|
Publication type: Journal Article
Publication date: 1994-01-01
scimago Q3
wos Q2
SJR: 0.426
CiteScore: 4.1
Impact factor: 2.2
ISSN: 00404020, 14645416
Organic Chemistry
Drug Discovery
Biochemistry
Abstract
The palladium-catalysed reaction of readily accessible 2-alkynyltrifluoroacetanilides with aryl hanides and vinyl triflates under a carbon monoxide atmosphere (1 or 7 atm) the presence of potassium carbonate produce s 2-substituted-3-acyl indoles in fair to good yield. The acidity of the nitrogen-hydrogen bond proved to be of primary importance for the success of the reaction. The methodology has been applied to the synthesis of pravadoline, a drug that shows analgesic activity against postoperative pain in man.
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
17 publications, 18.09%
|
|
|
Tetrahedron
14 publications, 14.89%
|
|
|
Journal of Organic Chemistry
13 publications, 13.83%
|
|
|
Chemical Reviews
8 publications, 8.51%
|
|
|
Tetrahedron Letters
6 publications, 6.38%
|
|
|
Chemical Communications
4 publications, 4.26%
|
|
|
Angewandte Chemie
3 publications, 3.19%
|
|
|
Journal of Organometallic Chemistry
2 publications, 2.13%
|
|
|
European Journal of Organic Chemistry
2 publications, 2.13%
|
|
|
Advanced Synthesis and Catalysis
2 publications, 2.13%
|
|
|
Organic Preparations and Procedures International
2 publications, 2.13%
|
|
|
Palladium in Heterocyclic Chemistry - A Guide for the Synthetic Chemist
2 publications, 2.13%
|
|
|
Beilstein Journal of Organic Chemistry
1 publication, 1.06%
|
|
|
Journal of Molecular Catalysis A Chemical
1 publication, 1.06%
|
|
|
Yuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry
1 publication, 1.06%
|
|
|
European Journal of Medicinal Chemistry
1 publication, 1.06%
|
|
|
Medicinal Research Reviews
1 publication, 1.06%
|
|
|
Angewandte Chemie - International Edition
1 publication, 1.06%
|
|
|
Journal of the American Chemical Society
1 publication, 1.06%
|
|
|
Journal of Medicinal Chemistry
1 publication, 1.06%
|
|
|
Green Chemistry
1 publication, 1.06%
|
|
|
Synthetic Communications
1 publication, 1.06%
|
|
|
Heterocycles
1 publication, 1.06%
|
|
|
Synlett
1 publication, 1.06%
|
|
|
Mendeleev Communications
1 publication, 1.06%
|
|
|
2
4
6
8
10
12
14
16
18
|
Publishers
|
5
10
15
20
25
30
35
40
|
|
|
American Chemical Society (ACS)
40 publications, 42.55%
|
|
|
Elsevier
26 publications, 27.66%
|
|
|
Wiley
11 publications, 11.7%
|
|
|
Royal Society of Chemistry (RSC)
5 publications, 5.32%
|
|
|
Taylor & Francis
3 publications, 3.19%
|
|
|
Beilstein-Institut
1 publication, 1.06%
|
|
|
The Society of Synthetic Organic Chemistry, Japan
1 publication, 1.06%
|
|
|
The Japan Institute of Heterocyclic Chemistry
1 publication, 1.06%
|
|
|
Georg Thieme Verlag KG
1 publication, 1.06%
|
|
|
OOO Zhurnal "Mendeleevskie Soobshcheniya"
1 publication, 1.06%
|
|
|
5
10
15
20
25
30
35
40
|
- 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
94
Total citations:
94
Citations from 2025:
3
(3.19%)
Cite this
GOST |
RIS |
BibTex |
MLA
Cite this
GOST
Copy
Arcadi A. et al. 2-Substituted-3-acylindoles through the Palladium-Catalysed Carbonylative Cyclization of 2-Alkynyltrifluoroacetanilides with Aryl Halides and Vinyl Triflates // Tetrahedron. 1994. Vol. 50. No. 2. pp. 437-452.
GOST all authors (up to 50)
Copy
Arcadi A., Cacchi S., Carnicelli V., Marinelli F. 2-Substituted-3-acylindoles through the Palladium-Catalysed Carbonylative Cyclization of 2-Alkynyltrifluoroacetanilides with Aryl Halides and Vinyl Triflates // Tetrahedron. 1994. Vol. 50. No. 2. pp. 437-452.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1016/S0040-4020(01)80766-3
UR - https://doi.org/10.1016/S0040-4020(01)80766-3
TI - 2-Substituted-3-acylindoles through the Palladium-Catalysed Carbonylative Cyclization of 2-Alkynyltrifluoroacetanilides with Aryl Halides and Vinyl Triflates
T2 - Tetrahedron
AU - Arcadi, A.
AU - Cacchi, Sandro
AU - Carnicelli, Veronica
AU - Marinelli, F.
PY - 1994
DA - 1994/01/01
PB - Elsevier
SP - 437-452
IS - 2
VL - 50
SN - 0040-4020
SN - 1464-5416
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{1994_Arcadi,
author = {A. Arcadi and Sandro Cacchi and Veronica Carnicelli and F. Marinelli},
title = {2-Substituted-3-acylindoles through the Palladium-Catalysed Carbonylative Cyclization of 2-Alkynyltrifluoroacetanilides with Aryl Halides and Vinyl Triflates},
journal = {Tetrahedron},
year = {1994},
volume = {50},
publisher = {Elsevier},
month = {jan},
url = {https://doi.org/10.1016/S0040-4020(01)80766-3},
number = {2},
pages = {437--452},
doi = {10.1016/S0040-4020(01)80766-3}
}
Cite this
MLA
Copy
Arcadi, A., et al. “2-Substituted-3-acylindoles through the Palladium-Catalysed Carbonylative Cyclization of 2-Alkynyltrifluoroacetanilides with Aryl Halides and Vinyl Triflates.” Tetrahedron, vol. 50, no. 2, Jan. 1994, pp. 437-452. https://doi.org/10.1016/S0040-4020(01)80766-3.