articleTop 10% cited
Copper-Catalyzed Coupling of Amides and Carbamates with Vinyl Halides
Organic Letters · 2003 · Vol. 5(20) · pp. 3667–3669
Lei Jiang✉(Massachusetts Institute of Technology)Gabriel E. Job(Massachusetts Institute of Technology)Artis Klapars(Massachusetts Institute of Technology)Stephen L. Buchwald(Massachusetts Institute of Technology)
Abstract
[reaction: see text] A general and efficient copper-catalyzed method for the amidation of vinyl bromides and iodides has been developed. This protocol uses a combination of 5 mol % copper iodide and 20 mol % N,N'-dimethyl ethylenediamine. Substrates bearing ester, silyl ether, and amino groups were successfully coupled under the reaction conditions. The double bond geometry of the vinyl halides was retained under the reaction conditions.
Chemical Synthesis and AnalysisSynthesis and Catalytic ReactionsPeptidase Inhibition and AnalysisChemistryHalideCopperCatalysisSilyl etherSilylationIodideEthylenediamineCoupling reactionEther
MeSH terms
AmidesCarbamatesCatalysisCopperHydrocarbons, IodinatedVinyl Compounds
Funding
- Pfizer
Citations
398
FWCI
5.81
field-weighted impact
References
21
Percentile
97%
vs. same field & year
Citations per year
Cited by
Moderne Synthesemethoden: Kupfer‐vermittelte C(Aryl)‐O‐, C(Aryl)‐N‐ und C(Aryl)‐S‐Verknüpfungen
Angewandte Chemie · 2003 · 541 citations
Copper in cross-coupling reactions
Coordination Chemistry Reviews · 2004 · 1,536 citations
The Complementary Competitors: Palladium and Copper in C–N Cross-Coupling Reactions
Organometallics · 2012 · 452 citations
Modern Synthetic Methods for Copper‐Mediated C(aryl)O, C(aryl)N, and C(aryl)S Bond Formation
Angewandte Chemie International Edition · 2003 · 2,521 citations
Citation Network
How this paper connects to the literature. Drag to explore, click any node to open that paper.
