volume 74 issue 9 pages 3478-3483

Waste-free synthesis of condensed heterocyclic compounds by rhodium-catalyzed oxidative coupling of substituted arene or heteroarene carboxylic acids with alkynes.

Publication typeJournal Article
Publication date2009-04-03
scimago Q2
wos Q1
SJR0.737
CiteScore6.1
Impact factor3.6
ISSN00223263, 15206904
PubMed ID:  19388716
Organic Chemistry
Abstract
The direct oxidative coupling of 2-amino- and 2-hydroxybenzoic acids with internal alkynes proceeds efficiently in the presence of a rhodium/copper catalyst system under air to afford the corresponding 8-substituted isocoumarin derivatives, some of which exhibit solid-state fluorescence. Depending on conditions, 4-ethenylcarbazoles can be synthesized selectively from 2-(arylamino)benzoic acids. The oxidative coupling reactions of heteroarene carboxylic acids as well as aromatic diacids with an alkyne are also described.
Found 
Found 

Top-30

Journals

5
10
15
20
25
Journal of Organic Chemistry
22 publications, 12.09%
Organic Letters
22 publications, 12.09%
Organic and Biomolecular Chemistry
12 publications, 6.59%
Advanced Synthesis and Catalysis
11 publications, 6.04%
Chemistry - A European Journal
10 publications, 5.49%
Journal of Organometallic Chemistry
8 publications, 4.4%
Chemical Communications
8 publications, 4.4%
Tetrahedron
5 publications, 2.75%
European Journal of Organic Chemistry
5 publications, 2.75%
Angewandte Chemie
5 publications, 2.75%
Angewandte Chemie - International Edition
4 publications, 2.2%
Journal of the American Chemical Society
4 publications, 2.2%
Chemical Reviews
3 publications, 1.65%
Organometallics
3 publications, 1.65%
RSC Advances
3 publications, 1.65%
Synthesis
3 publications, 1.65%
Chemistry Letters
2 publications, 1.1%
Journal of Chemical Sciences
2 publications, 1.1%
Bioorganic and Medicinal Chemistry Letters
2 publications, 1.1%
Chemistry - An Asian Journal
2 publications, 1.1%
ChemistrySelect
2 publications, 1.1%
Dalton Transactions
2 publications, 1.1%
Chemical Science
2 publications, 1.1%
Green Chemistry
2 publications, 1.1%
Chemical Society Reviews
2 publications, 1.1%
Progress in Heterocyclic Chemistry
2 publications, 1.1%
Synlett
2 publications, 1.1%
European Journal of Inorganic Chemistry
1 publication, 0.55%
Molecules
1 publication, 0.55%
5
10
15
20
25

Publishers

10
20
30
40
50
60
American Chemical Society (ACS)
55 publications, 30.22%
Wiley
55 publications, 30.22%
Royal Society of Chemistry (RSC)
33 publications, 18.13%
Elsevier
23 publications, 12.64%
Georg Thieme Verlag KG
5 publications, 2.75%
Springer Nature
3 publications, 1.65%
Oxford University Press
2 publications, 1.1%
Taylor & Francis
2 publications, 1.1%
MDPI
1 publication, 0.55%
The Japan Institute of Heterocyclic Chemistry
1 publication, 0.55%
Bentham Science Publishers Ltd.
1 publication, 0.55%
Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii
1 publication, 0.55%
10
20
30
40
50
60
  • 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
182
Share
Cite this
GOST |
Cite this
GOST Copy
Shimizu M. et al. Waste-free synthesis of condensed heterocyclic compounds by rhodium-catalyzed oxidative coupling of substituted arene or heteroarene carboxylic acids with alkynes. // Journal of Organic Chemistry. 2009. Vol. 74. No. 9. pp. 3478-3483.
GOST all authors (up to 50) Copy
Shimizu M., Hirano K., Satoh T., Miura M. Waste-free synthesis of condensed heterocyclic compounds by rhodium-catalyzed oxidative coupling of substituted arene or heteroarene carboxylic acids with alkynes. // Journal of Organic Chemistry. 2009. Vol. 74. No. 9. pp. 3478-3483.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1021/jo900396z
UR - https://doi.org/10.1021/jo900396z
TI - Waste-free synthesis of condensed heterocyclic compounds by rhodium-catalyzed oxidative coupling of substituted arene or heteroarene carboxylic acids with alkynes.
T2 - Journal of Organic Chemistry
AU - Shimizu, M.
AU - Hirano, Koji
AU - Satoh, Tetsuya
AU - Miura, Masahiro
PY - 2009
DA - 2009/04/03
PB - American Chemical Society (ACS)
SP - 3478-3483
IS - 9
VL - 74
PMID - 19388716
SN - 0022-3263
SN - 1520-6904
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2009_Shimizu,
author = {M. Shimizu and Koji Hirano and Tetsuya Satoh and Masahiro Miura},
title = {Waste-free synthesis of condensed heterocyclic compounds by rhodium-catalyzed oxidative coupling of substituted arene or heteroarene carboxylic acids with alkynes.},
journal = {Journal of Organic Chemistry},
year = {2009},
volume = {74},
publisher = {American Chemical Society (ACS)},
month = {apr},
url = {https://doi.org/10.1021/jo900396z},
number = {9},
pages = {3478--3483},
doi = {10.1021/jo900396z}
}
MLA
Cite this
MLA Copy
Shimizu, M., et al. “Waste-free synthesis of condensed heterocyclic compounds by rhodium-catalyzed oxidative coupling of substituted arene or heteroarene carboxylic acids with alkynes..” Journal of Organic Chemistry, vol. 74, no. 9, Apr. 2009, pp. 3478-3483. https://doi.org/10.1021/jo900396z.