Document Detail

Selective C-4 alkylation of pyridine by nickel/Lewis acid catalysis.
MedLine Citation:
PMID:  20822182     Owner:  NLM     Status:  MEDLINE    
Direct C-4-selective addition of pyridine across alkenes and alkynes is achieved for the first time by nickel/Lewis acid cooperative catalysis with an N-heterocyclic carbene ligand. A variety of substituents on both alkenes and pyridine are tolerated to give linear 4-alkylpyridines in modest to good yields. The addition across styrene, on the other hand, gives branched 4-alkylpyridines. A single example of C-4-selective alkenylation is also described.
Yoshiaki Nakao; Yuuya Yamada; Natsuko Kashihara; Tamejiro Hiyama
Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Journal of the American Chemical Society     Volume:  132     ISSN:  1520-5126     ISO Abbreviation:  J. Am. Chem. Soc.     Publication Date:  2010 Oct 
Date Detail:
Created Date:  2010-09-30     Completed Date:  2011-01-20     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  7503056     Medline TA:  J Am Chem Soc     Country:  United States    
Other Details:
Languages:  eng     Pagination:  13666-8     Citation Subset:  IM    
Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Kyoto 615-8510, Japan.
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MeSH Terms
Acids / chemistry*
Alkenes / chemistry
Alkynes / chemistry
Molecular Structure
Nickel / chemistry*
Organometallic Compounds / chemistry*
Pyridines / chemical synthesis*,  chemistry
Reg. No./Substance:
0/Acids; 0/Alkenes; 0/Alkynes; 0/Ligands; 0/Organometallic Compounds; 0/Pyridines; 7440-02-0/Nickel

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