Organic Letters, volume 17, issue 22, pages 5570-5573

Nickel-Catalyzed Reductive Cross-Coupling of (Hetero)Aryl Iodides with Fluorinated Secondary Alkyl Bromides

Publication typeJournal Article
Publication date2015-10-29
Journal: Organic Letters
Quartile SCImago
Q1
Quartile WOS
Q1
Impact factor5.2
ISSN15237060, 15237052
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
A mild and efficient nickel-catalyzed reductive cross-coupling between fluorinated secondary alkyl bromides and (hetero)aryl iodides is described. The use of FeBr2 as an additive successfully overcomes the hydrodebromination and β-fluorine elimination of fluorinated substrates and allows the efficient synthesis of a wide range of trifluoromethyl and difluoroalkyl containing aliphatic compounds with a fluoroalkyl substituted tertiary carbon center. The notable features of this protocol are the synthetic and operational simplicity without preparation of moisture sensitive organometallic reagents and excellent functional group compatibility, even toward active proton containing substrates.

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GOST |
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GOST Copy
Li X. et al. Nickel-Catalyzed Reductive Cross-Coupling of (Hetero)Aryl Iodides with Fluorinated Secondary Alkyl Bromides // Organic Letters. 2015. Vol. 17. No. 22. pp. 5570-5573.
GOST all authors (up to 50) Copy
Li X., Feng Z., Jiang Z. X., Zhang X. Nickel-Catalyzed Reductive Cross-Coupling of (Hetero)Aryl Iodides with Fluorinated Secondary Alkyl Bromides // Organic Letters. 2015. Vol. 17. No. 22. pp. 5570-5573.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1021/acs.orglett.5b02716
UR - https://doi.org/10.1021/acs.orglett.5b02716
TI - Nickel-Catalyzed Reductive Cross-Coupling of (Hetero)Aryl Iodides with Fluorinated Secondary Alkyl Bromides
T2 - Organic Letters
AU - Li, Xuefei
AU - Jiang, Zhong Xing
AU - Feng, Zhang
AU - Zhang, Xingang
PY - 2015
DA - 2015/10/29 00:00:00
PB - American Chemical Society (ACS)
SP - 5570-5573
IS - 22
VL - 17
SN - 1523-7060
SN - 1523-7052
ER -
BibTex |
Cite this
BibTex Copy
@article{2015_Li,
author = {Xuefei Li and Zhong Xing Jiang and Zhang Feng and Xingang Zhang},
title = {Nickel-Catalyzed Reductive Cross-Coupling of (Hetero)Aryl Iodides with Fluorinated Secondary Alkyl Bromides},
journal = {Organic Letters},
year = {2015},
volume = {17},
publisher = {American Chemical Society (ACS)},
month = {oct},
url = {https://doi.org/10.1021/acs.orglett.5b02716},
number = {22},
pages = {5570--5573},
doi = {10.1021/acs.orglett.5b02716}
}
MLA
Cite this
MLA Copy
Li, Xuefei, et al. “Nickel-Catalyzed Reductive Cross-Coupling of (Hetero)Aryl Iodides with Fluorinated Secondary Alkyl Bromides.” Organic Letters, vol. 17, no. 22, Oct. 2015, pp. 5570-5573. https://doi.org/10.1021/acs.orglett.5b02716.
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