Open Access
One-shot indole-to-carbazole π-extension by a Pd–Cu–Ag trimetallic system
Publication type: Journal Article
Publication date: 2013-06-19
scimago Q1
wos Q1
SJR: 2.138
CiteScore: 12.6
Impact factor: 7.4
ISSN: 20416520, 20416539
General Chemistry
Abstract
We have developed a Pd–Cu–Ag trimetallic system that can convert indoles to carbazoles using electron-deficient alkenes as two-carbon units. Investigation of the reaction mechanism revealed that this one-shot indole-to-carbazole π-extension is likely to proceed through the sequence of (i) Pd/Cu-catalyzed indole C–H alkenylation, (ii) Ag-promoted Diels–Alder reaction and dehydrogenative aromatization. The successful one-pot synthesis of a granulatimide derivative, an interesting class of Chk1 kinase inhibitor, highlights the potential of the present reaction for further development and applications.
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Metrics
164
Total citations:
164
Citations from 2024:
17
(10.37%)
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GOST
Copy
Ozaki K. et al. One-shot indole-to-carbazole π-extension by a Pd–Cu–Ag trimetallic system // Chemical Science. 2013. Vol. 4. No. 9. p. 3416.
GOST all authors (up to 50)
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Ozaki K., Zhang H., Ito H., Lei A., Itami K. One-shot indole-to-carbazole π-extension by a Pd–Cu–Ag trimetallic system // Chemical Science. 2013. Vol. 4. No. 9. p. 3416.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1039/c3sc51447a
UR - https://doi.org/10.1039/c3sc51447a
TI - One-shot indole-to-carbazole π-extension by a Pd–Cu–Ag trimetallic system
T2 - Chemical Science
AU - Ozaki, Kyohei
AU - Zhang, Hua
AU - Ito, Hideto
AU - Lei, Aiwen
AU - Itami, Kenichiro
PY - 2013
DA - 2013/06/19
PB - Royal Society of Chemistry (RSC)
SP - 3416
IS - 9
VL - 4
SN - 2041-6520
SN - 2041-6539
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2013_Ozaki,
author = {Kyohei Ozaki and Hua Zhang and Hideto Ito and Aiwen Lei and Kenichiro Itami},
title = {One-shot indole-to-carbazole π-extension by a Pd–Cu–Ag trimetallic system},
journal = {Chemical Science},
year = {2013},
volume = {4},
publisher = {Royal Society of Chemistry (RSC)},
month = {jun},
url = {https://doi.org/10.1039/c3sc51447a},
number = {9},
pages = {3416},
doi = {10.1039/c3sc51447a}
}
Cite this
MLA
Copy
Ozaki, Kyohei, et al. “One-shot indole-to-carbazole π-extension by a Pd–Cu–Ag trimetallic system.” Chemical Science, vol. 4, no. 9, Jun. 2013, p. 3416. https://doi.org/10.1039/c3sc51447a.
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