Rhodium(III)-Catalyzed Isoquinolone Synthesis: The N−O Bond as a Handle for C−N Bond Formation and Catalyst Turnover
Publication type: Journal Article
Publication date: 2010-04-30
scimago Q1
wos Q1
SJR: 5.554
CiteScore: 22.5
Impact factor: 15.6
ISSN: 00027863, 15205126
PubMed ID:
20433170
General Chemistry
Catalysis
Biochemistry
Colloid and Surface Chemistry
Abstract
An external-oxidant-free process to access the isoquinolone motif via cross-coupling/cyclization of benzhydroxamic acid with alkynes is described. The reaction features a regioselective cleavage of a C-H bond on the benzhydroxamic acid coupling partner as well as a regioselective alkyne insertion. Mechanistic studies point out the important involvement of a N-O bond as a tool for C-N bond formation and catalyst turnover.
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755
Total citations:
755
Citations from 2025:
25
(3.31%)
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GOST
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Guimond N., Gouliaras C., Fagnou K. Rhodium(III)-Catalyzed Isoquinolone Synthesis: The N−O Bond as a Handle for C−N Bond Formation and Catalyst Turnover // Journal of the American Chemical Society. 2010. Vol. 132. No. 20. pp. 6908-6909.
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Guimond N., Gouliaras C., Fagnou K. Rhodium(III)-Catalyzed Isoquinolone Synthesis: The N−O Bond as a Handle for C−N Bond Formation and Catalyst Turnover // Journal of the American Chemical Society. 2010. Vol. 132. No. 20. pp. 6908-6909.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/ja102571b
UR - https://doi.org/10.1021/ja102571b
TI - Rhodium(III)-Catalyzed Isoquinolone Synthesis: The N−O Bond as a Handle for C−N Bond Formation and Catalyst Turnover
T2 - Journal of the American Chemical Society
AU - Guimond, Nicolas
AU - Gouliaras, Christina
AU - Fagnou, Keith
PY - 2010
DA - 2010/04/30
PB - American Chemical Society (ACS)
SP - 6908-6909
IS - 20
VL - 132
PMID - 20433170
SN - 0002-7863
SN - 1520-5126
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2010_Guimond,
author = {Nicolas Guimond and Christina Gouliaras and Keith Fagnou},
title = {Rhodium(III)-Catalyzed Isoquinolone Synthesis: The N−O Bond as a Handle for C−N Bond Formation and Catalyst Turnover},
journal = {Journal of the American Chemical Society},
year = {2010},
volume = {132},
publisher = {American Chemical Society (ACS)},
month = {apr},
url = {https://doi.org/10.1021/ja102571b},
number = {20},
pages = {6908--6909},
doi = {10.1021/ja102571b}
}
Cite this
MLA
Copy
Guimond, Nicolas, et al. “Rhodium(III)-Catalyzed Isoquinolone Synthesis: The N−O Bond as a Handle for C−N Bond Formation and Catalyst Turnover.” Journal of the American Chemical Society, vol. 132, no. 20, Apr. 2010, pp. 6908-6909. https://doi.org/10.1021/ja102571b.