Regioselective π-extension of indoles with rhodium enalcarbenoids – synthesis of substituted carbazoles
Publication type: Journal Article
Publication date: 2014-09-04
scimago Q2
wos Q2
SJR: 0.600
CiteScore: 5.2
Impact factor: 2.7
ISSN: 14770520, 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.
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39
Total citations:
39
Citations from 2024:
5
(12.82%)
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GOST
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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)
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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.
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 -
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}
}
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.