Document Detail

Facile synthesis of N-aryl pyrroles via Cu(II)-mediated cross coupling of electron deficient pyrroles and arylboronic acids.
MedLine Citation:
PMID:  11871908     Owner:  NLM     Status:  MEDLINE    
N-Arylation of electron-deficient pyrroles has been achieved by cross-coupling with arylboronic acids at room temperature in the presence of stoichiometric amounts of copper(II) acetate. The generality of this reaction has been established with variously substituted pyrroles as well as boronic acids. A key intermediate in the synthesis of a matrix metalloprotease inhibitor has been achieved using this methodology.
Shu Yu; James Saenz; Jayaram K Srirangam
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Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  The Journal of organic chemistry     Volume:  67     ISSN:  0022-3263     ISO Abbreviation:  J. Org. Chem.     Publication Date:  2002 Mar 
Date Detail:
Created Date:  2002-03-01     Completed Date:  2002-04-25     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  2985193R     Medline TA:  J Org Chem     Country:  United States    
Other Details:
Languages:  eng     Pagination:  1699-702     Citation Subset:  IM    
Chemical Research and Development, Pfizer Global Research & Development-La Jolla, 3565 General Atomics Court, San Diego, California 92121, USA.
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MeSH Terms
Biphenyl Compounds / chemical synthesis*,  chemistry,  pharmacology
Boronic Acids / chemistry*
Combinatorial Chemistry Techniques / methods
Copper / chemistry*
Drug Evaluation, Preclinical
Enzyme Inhibitors / chemical synthesis*,  chemistry
Furans / chemical synthesis*,  chemistry,  pharmacology
Glyoxylates / chemical synthesis,  chemistry
Magnetic Resonance Spectroscopy
Molecular Structure
Nitriles / chemical synthesis*,  chemistry,  pharmacology
Pharmaceutical Preparations / chemistry
Pyrroles / chemical synthesis*,  chemistry,  pharmacology
Structure-Activity Relationship
Reg. No./Substance:
0/AG3433; 0/Biphenyl Compounds; 0/Boronic Acids; 0/Enzyme Inhibitors; 0/Furans; 0/Glyoxylates; 0/Nitriles; 0/Pharmaceutical Preparations; 0/Pyrroles; 0/ethyl N-(4'-cyanobiphenyl-4-yl)-5-formylpyrrole-3-glyoxalate; 7440-50-8/Copper

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine

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