volume 20 issue 24 pages 8061-8063

Copper-Catalyzed Cross-Coupling of Vinyliodonium Salts and Zinc-Based Silicon Nucleophiles

Publication typeJournal Article
Publication date2018-12-12
scimago Q1
wos Q1
SJR1.235
CiteScore8.7
Impact factor5.0
ISSN15237060, 15237052
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
A silylation of vinyliodonium salts using zinc-based silicon reagents as nucleophiles is reported. This cross-coupling is catalyzed by copper, and vinylsilanes are obtained in high yield likely following a Cu(I)/Cu(III) reaction mechanism. The procedure is operationally simple, neither air- nor moisture-sensitive, and tolerant of a range of functional groups. The new method is an addition to the still limited number of transition-metal-catalyzed vinyl C(sp2)-Si cross-coupling reactions.
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GOST |
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GOST Copy
Zhang L., Oestreich M. Copper-Catalyzed Cross-Coupling of Vinyliodonium Salts and Zinc-Based Silicon Nucleophiles // Organic Letters. 2018. Vol. 20. No. 24. pp. 8061-8063.
GOST all authors (up to 50) Copy
Zhang L., Oestreich M. Copper-Catalyzed Cross-Coupling of Vinyliodonium Salts and Zinc-Based Silicon Nucleophiles // Organic Letters. 2018. Vol. 20. No. 24. pp. 8061-8063.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1021/acs.orglett.8b03714
UR - https://doi.org/10.1021/acs.orglett.8b03714
TI - Copper-Catalyzed Cross-Coupling of Vinyliodonium Salts and Zinc-Based Silicon Nucleophiles
T2 - Organic Letters
AU - Zhang, Liangliang
AU - Oestreich, Martin
PY - 2018
DA - 2018/12/12
PB - American Chemical Society (ACS)
SP - 8061-8063
IS - 24
VL - 20
PMID - 30539631
SN - 1523-7060
SN - 1523-7052
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2018_Zhang,
author = {Liangliang Zhang and Martin Oestreich},
title = {Copper-Catalyzed Cross-Coupling of Vinyliodonium Salts and Zinc-Based Silicon Nucleophiles},
journal = {Organic Letters},
year = {2018},
volume = {20},
publisher = {American Chemical Society (ACS)},
month = {dec},
url = {https://doi.org/10.1021/acs.orglett.8b03714},
number = {24},
pages = {8061--8063},
doi = {10.1021/acs.orglett.8b03714}
}
MLA
Cite this
MLA Copy
Zhang, Liangliang, and Martin Oestreich. “Copper-Catalyzed Cross-Coupling of Vinyliodonium Salts and Zinc-Based Silicon Nucleophiles.” Organic Letters, vol. 20, no. 24, Dec. 2018, pp. 8061-8063. https://doi.org/10.1021/acs.orglett.8b03714.