Rhodium- and Iridium-Catalyzed Oxidative Coupling of Benzoic Acids with Alkynes via Regioselective C−H Bond Cleavage
Publication type: Journal Article
Publication date: 2007-06-06
scimago Q2
wos Q1
SJR: 0.737
CiteScore: 6.1
Impact factor: 3.6
ISSN: 00223263, 15206904
PubMed ID:
17550295
Organic Chemistry
Abstract
The oxidative coupling of benzoic acids with internal alkynes effectively proceeds in the presence of [Cp*RhCl2]2 and Cu(OAc)2·H2O as catalyst and oxidant, respectively, to produce the corresponding isocoumarin derivatives. The copper salt can be reduced to a catalytic quantity under air. Interestingly, by using [Cp*IrCl2]2 in place of [Cp*RhCl2]2, the substrates undergo 1:2 coupling accompanied by decarboxylation to afford naphthalene derivatives exclusively. In this case, Ag2CO3 acts as an effective oxidant.
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543
Total citations:
543
Citations from 2024:
24
(4.42%)
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GOST
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Ueura K., Satoh T., Miura M. Rhodium- and Iridium-Catalyzed Oxidative Coupling of Benzoic Acids with Alkynes via Regioselective C−H Bond Cleavage // Journal of Organic Chemistry. 2007. Vol. 72. No. 14. pp. 5362-5367.
GOST all authors (up to 50)
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Ueura K., Satoh T., Miura M. Rhodium- and Iridium-Catalyzed Oxidative Coupling of Benzoic Acids with Alkynes via Regioselective C−H Bond Cleavage // Journal of Organic Chemistry. 2007. Vol. 72. No. 14. pp. 5362-5367.
Cite this
RIS
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TY - JOUR
DO - 10.1021/jo070735n
UR - https://doi.org/10.1021/jo070735n
TI - Rhodium- and Iridium-Catalyzed Oxidative Coupling of Benzoic Acids with Alkynes via Regioselective C−H Bond Cleavage
T2 - Journal of Organic Chemistry
AU - Ueura, Kenji
AU - Satoh, Tetsuya
AU - Miura, Masahiro
PY - 2007
DA - 2007/06/06
PB - American Chemical Society (ACS)
SP - 5362-5367
IS - 14
VL - 72
PMID - 17550295
SN - 0022-3263
SN - 1520-6904
ER -
Cite this
BibTex (up to 50 authors)
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@article{2007_Ueura,
author = {Kenji Ueura and Tetsuya Satoh and Masahiro Miura},
title = {Rhodium- and Iridium-Catalyzed Oxidative Coupling of Benzoic Acids with Alkynes via Regioselective C−H Bond Cleavage},
journal = {Journal of Organic Chemistry},
year = {2007},
volume = {72},
publisher = {American Chemical Society (ACS)},
month = {jun},
url = {https://doi.org/10.1021/jo070735n},
number = {14},
pages = {5362--5367},
doi = {10.1021/jo070735n}
}
Cite this
MLA
Copy
Ueura, Kenji, et al. “Rhodium- and Iridium-Catalyzed Oxidative Coupling of Benzoic Acids with Alkynes via Regioselective C−H Bond Cleavage.” Journal of Organic Chemistry, vol. 72, no. 14, Jun. 2007, pp. 5362-5367. https://doi.org/10.1021/jo070735n.