Efficient and Connective Assembly of Highly Functionalized Benzofurans Using o-Hydroxyphenones and Dichloroethylene

The preparation of highly functionalized benzofurans by a unique and connective transformation is reported. Base-catalyzed condensation of o-hydroxyphenones with 1,1-dichloroethylene generates the corresponding chloromethylene furans. These labile intermediates undergo a facile rearrangement into be...

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Bibliographic Details
Published inOrganic letters Vol. 14; no. 5; pp. 1298 - 1301
Main Authors Schevenels, Florian, Markó, István E
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 02.03.2012
Amer Chemical Soc
Subjects
Benzofurans - chemistry
Catalysis
Chemistry
Chemistry, Organic
Dichloroethylenes - chemistry
Hydroxylation
Ketones - chemistry
Molecular Structure
Physical Sciences
Science & Technology
ROUTE
CYCLIZATION
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Summary:The preparation of highly functionalized benzofurans by a unique and connective transformation is reported. Base-catalyzed condensation of o-hydroxyphenones with 1,1-dichloroethylene generates the corresponding chloromethylene furans. These labile intermediates undergo a facile rearrangement into benzofuran carbaldehydes under mild acidic conditions.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
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ISSN:1523-7060
1523-7052
DOI:10.1021/ol300186s