Document Detail


A tandem catalytic approach to methyleneindenes: mechanistic insights into gem-dibromoolefin reactivity.
MedLine Citation:
PMID:  20486725     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
The methylenindene scaffold can be prepared from readily available gem-dibromoolefins using an efficient palladium-catalyzed tandem intermolecular Suzuki/intramolecular Heck reaction. The reaction is highly modular and proceeds under mild conditions. The choice of ligand was found to be crucial to control the selectivity of the reaction. Isolation of intermediates under different conditions provides insight into the mechanism.
Authors:
Christopher S Bryan; Mark Lautens
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Organic letters     Volume:  12     ISSN:  1523-7052     ISO Abbreviation:  Org. Lett.     Publication Date:  2010 Jun 
Date Detail:
Created Date:  2010-06-11     Completed Date:  2010-09-07     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  100890393     Medline TA:  Org Lett     Country:  United States    
Other Details:
Languages:  eng     Pagination:  2754-7     Citation Subset:  IM    
Affiliation:
Davenport Laboratories, Department of Chemistry, University of Toronto, Toronto, Ontario, Canada M5S 3H6.
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MeSH Terms
Descriptor/Qualifier:
Alkenes / chemistry*
Catalysis
Hydrocarbons, Brominated / chemistry*
Indenes / chemical synthesis*,  chemistry
Molecular Structure
Palladium / chemistry*
Chemical
Reg. No./Substance:
0/Alkenes; 0/Hydrocarbons, Brominated; 0/Indenes; 7440-05-3/Palladium

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


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