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Synthesis of 9-Substituted Xanthenes by the Condensation of Arynes with ortho-Hydroxychalcones.
MedLine Citation:
PMID:  22467977     Owner:  NLM     Status:  Publisher    
Abstract/OtherAbstract:
The reaction of o-(trimethylsilyl)aryl triflates, CsF, and o-hydroxychalcones affords a general and efficient way to prepare biologically interesting 9-substituted xanthenes. This chemistry presumably proceeds by tandem intermolecular nucleophilic attack of the phenoxide of the chalcone on the aryne and subsequent intramolecular Michael addition. The introduction of an external base, Cs(2)CO(3), has proven beneficial in this reaction.
Authors:
Chun Lu; Anton V Dubrovskiy; Richard C Larock
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Publication Detail:
Type:  JOURNAL ARTICLE     Date:  2012-2-25
Journal Detail:
Title:  Tetrahedron letters     Volume:  53     ISSN:  0040-4039     ISO Abbreviation:  -     Publication Date:  2012 Apr 
Date Detail:
Created Date:  2012-4-2     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  2984819R     Medline TA:  Tetrahedron Lett     Country:  -    
Other Details:
Languages:  ENG     Pagination:  2202-2205     Citation Subset:  -    
Affiliation:
Department of Chemistry, Iowa State University, Ames, Iowa, 50011, United States.
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