volume 12 issue 43 pages 8641-8645

Regioselective π-extension of indoles with rhodium enalcarbenoids – synthesis of substituted carbazoles

Publication typeJournal Article
Publication date2014-09-04
scimago Q2
wos Q2
SJR0.600
CiteScore5.2
Impact factor2.7
ISSN14770520, 14770539
PubMed ID:  25247844
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
An efficient Rh(II) carboxylate and Brønsted acid catalyzed direct π-extension of indoles to 4-substituted carbazoles is developed. The reaction involves a regioselective C-3 functionalization of indole by a rhodium enalcarbenoid and a Brønsted acid assisted cyclocondensation. In addition a twofold regioselective π-extension of pyrroles to 4,8-disubstituted carbazoles has also been developed. The utility of the methodology was demonstrated with the synthesis of analogues of an hepatitis C virus replication inhibitor and a secreted phospholipase A2 (sPLA2) inhibitor.
Found 
Found 

Top-30

Journals

1
2
3
4
5
Organic and Biomolecular Chemistry
5 publications, 12.82%
Organic Letters
4 publications, 10.26%
ACS Catalysis
3 publications, 7.69%
Journal of Organic Chemistry
3 publications, 7.69%
Chemistry - A European Journal
2 publications, 5.13%
Angewandte Chemie
2 publications, 5.13%
Angewandte Chemie - International Edition
2 publications, 5.13%
Green Chemistry
2 publications, 5.13%
Chemical Science
2 publications, 5.13%
Journal of Chemical Sciences
1 publication, 2.56%
Tetrahedron
1 publication, 2.56%
Coordination Chemistry Reviews
1 publication, 2.56%
Advanced Synthesis and Catalysis
1 publication, 2.56%
Asian Journal of Organic Chemistry
1 publication, 2.56%
Journal of the American Chemical Society
1 publication, 2.56%
Chemical Communications
1 publication, 2.56%
Organic Chemistry Frontiers
1 publication, 2.56%
Advances in Heterocyclic Chemistry
1 publication, 2.56%
Synthesis
1 publication, 2.56%
Current Organic Chemistry
1 publication, 2.56%
Russian Chemical Reviews
1 publication, 2.56%
Archiv der Pharmazie
1 publication, 2.56%
1
2
3
4
5

Publishers

2
4
6
8
10
12
American Chemical Society (ACS)
11 publications, 28.21%
Royal Society of Chemistry (RSC)
11 publications, 28.21%
Wiley
10 publications, 25.64%
Elsevier
3 publications, 7.69%
Springer Nature
1 publication, 2.56%
Georg Thieme Verlag KG
1 publication, 2.56%
Bentham Science Publishers Ltd.
1 publication, 2.56%
Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii
1 publication, 2.56%
2
4
6
8
10
12
  • 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
39
Share
Cite this
GOST |
Cite this
GOST Copy
Rathore K. S., Harode M., Katukojvala S. Regioselective π-extension of indoles with rhodium enalcarbenoids – synthesis of substituted carbazoles // Organic and Biomolecular Chemistry. 2014. Vol. 12. No. 43. pp. 8641-8645.
GOST all authors (up to 50) Copy
Rathore K. S., Harode M., Katukojvala S. Regioselective π-extension of indoles with rhodium enalcarbenoids – synthesis of substituted carbazoles // Organic and Biomolecular Chemistry. 2014. Vol. 12. No. 43. pp. 8641-8645.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1039/c4ob01693a
UR - https://doi.org/10.1039/c4ob01693a
TI - Regioselective π-extension of indoles with rhodium enalcarbenoids – synthesis of substituted carbazoles
T2 - Organic and Biomolecular Chemistry
AU - Rathore, Kuldeep Singh
AU - Harode, Mandeep
AU - Katukojvala, Sreenivas
PY - 2014
DA - 2014/09/04
PB - Royal Society of Chemistry (RSC)
SP - 8641-8645
IS - 43
VL - 12
PMID - 25247844
SN - 1477-0520
SN - 1477-0539
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2014_Rathore,
author = {Kuldeep Singh Rathore and Mandeep Harode and Sreenivas Katukojvala},
title = {Regioselective π-extension of indoles with rhodium enalcarbenoids – synthesis of substituted carbazoles},
journal = {Organic and Biomolecular Chemistry},
year = {2014},
volume = {12},
publisher = {Royal Society of Chemistry (RSC)},
month = {sep},
url = {https://doi.org/10.1039/c4ob01693a},
number = {43},
pages = {8641--8645},
doi = {10.1039/c4ob01693a}
}
MLA
Cite this
MLA Copy
Rathore, Kuldeep Singh, et al. “Regioselective π-extension of indoles with rhodium enalcarbenoids – synthesis of substituted carbazoles.” Organic and Biomolecular Chemistry, vol. 12, no. 43, Sep. 2014, pp. 8641-8645. https://doi.org/10.1039/c4ob01693a.