Nickel-Catalyzed Carbonylative Negishi Cross-Coupling of Unactivated Secondary Alkyl Electrophiles with 1 atm CO Gas
Publication type: Journal Article
Publication date: 2024-03-14
scimago Q1
wos Q1
SJR: 5.554
CiteScore: 22.5
Impact factor: 15.6
ISSN: 00027863, 15205126
PubMed ID:
38483538
General Chemistry
Catalysis
Biochemistry
Colloid and Surface Chemistry
Abstract
We describe a nickel-catalyzed carbonylative cross-coupling of unactivated secondary alkyl electrophiles with the organozinc reagent at atmospheric CO gas, thus allowing the expedient construction of unsymmetric dialkyl ketones with broad functional group tolerance. The leverage of a newly developed NN2-pincer type ligand enables the chemoselective three-component carbonylation by overcoming the competing Negishi coupling, the undesired β-hydride elimination, and dehalogenation of alkyl iodides side pathways. Both alkyl iodides and alkyl tosylates are compatible in the single electron transfer involved mechanism.
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Metrics
29
Total citations:
29
Citations from 2024:
28
(96%)
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MLA
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GOST
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Zhang Y. et al. Nickel-Catalyzed Carbonylative Negishi Cross-Coupling of Unactivated Secondary Alkyl Electrophiles with 1 atm CO Gas // Journal of the American Chemical Society. 2024. Vol. 146. No. 12. pp. 7971-7978.
GOST all authors (up to 50)
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Zhang Y., Cao Q., Xi Y., Wu X., Qu J., Chen Y. Nickel-Catalyzed Carbonylative Negishi Cross-Coupling of Unactivated Secondary Alkyl Electrophiles with 1 atm CO Gas // Journal of the American Chemical Society. 2024. Vol. 146. No. 12. pp. 7971-7978.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/jacs.4c02023
UR - https://pubs.acs.org/doi/10.1021/jacs.4c02023
TI - Nickel-Catalyzed Carbonylative Negishi Cross-Coupling of Unactivated Secondary Alkyl Electrophiles with 1 atm CO Gas
T2 - Journal of the American Chemical Society
AU - Zhang, Yetong
AU - Cao, Qihang
AU - Xi, Yang
AU - Wu, Xianqing
AU - Qu, Jingping
AU - Chen, Yifeng
PY - 2024
DA - 2024/03/14
PB - American Chemical Society (ACS)
SP - 7971-7978
IS - 12
VL - 146
PMID - 38483538
SN - 0002-7863
SN - 1520-5126
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2024_Zhang,
author = {Yetong Zhang and Qihang Cao and Yang Xi and Xianqing Wu and Jingping Qu and Yifeng Chen},
title = {Nickel-Catalyzed Carbonylative Negishi Cross-Coupling of Unactivated Secondary Alkyl Electrophiles with 1 atm CO Gas},
journal = {Journal of the American Chemical Society},
year = {2024},
volume = {146},
publisher = {American Chemical Society (ACS)},
month = {mar},
url = {https://pubs.acs.org/doi/10.1021/jacs.4c02023},
number = {12},
pages = {7971--7978},
doi = {10.1021/jacs.4c02023}
}
Cite this
MLA
Copy
Zhang, Yetong, et al. “Nickel-Catalyzed Carbonylative Negishi Cross-Coupling of Unactivated Secondary Alkyl Electrophiles with 1 atm CO Gas.” Journal of the American Chemical Society, vol. 146, no. 12, Mar. 2024, pp. 7971-7978. https://pubs.acs.org/doi/10.1021/jacs.4c02023.
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