Document Detail

Direct C-H arylation of electron-deficient heterocycles with arylboronic acids.
MedLine Citation:
PMID:  20812741     Owner:  NLM     Status:  MEDLINE    
A direct arylation of a variety of electron-deficient heterocycles with arylboronic acids has been developed. This new reaction proceeds readily at room temperature using inexpensive reagents: catalytic silver(I) nitrate in the presence of persulfate co-oxidant. The scope with respect to heterocycle and boronic acid coupling partner is broad, and sensitive functional groups are tolerated. This method allows for rapid access to a variety of arylated heterocycles that would be more difficult to access with traditional methods.
Ian B Seiple; Shun Su; Rodrigo A Rodriguez; Ryan Gianatassio; Yuta Fujiwara; Adam L Sobel; Phil S Baran
Publication Detail:
Type:  Journal Article; Research Support, N.I.H., Extramural; Research Support, Non-U.S. Gov't; Research Support, U.S. Gov't, Non-P.H.S.    
Journal Detail:
Title:  Journal of the American Chemical Society     Volume:  132     ISSN:  1520-5126     ISO Abbreviation:  J. Am. Chem. Soc.     Publication Date:  2010 Sep 
Date Detail:
Created Date:  2010-09-23     Completed Date:  2010-12-30     Revised Date:  2013-12-13    
Medline Journal Info:
Nlm Unique ID:  7503056     Medline TA:  J Am Chem Soc     Country:  United States    
Other Details:
Languages:  eng     Pagination:  13194-6     Citation Subset:  IM    
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MeSH Terms
Boronic Acids / chemistry*
Carbon / chemistry*
Heterocyclic Compounds / chemistry*
Hydrogen / chemistry*
Grant Support
Reg. No./Substance:
0/Boronic Acids; 0/Heterocyclic Compounds; 7440-44-0/Carbon; 7YNJ3PO35Z/Hydrogen

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