Palladium-catalyzed synthesis of benzofurans via C-H activation/oxidation tandem reaction and its application to the synthesis of decursivine and serotobenine

A new palladium-catalyzed method for the synthesis of benzofurans by reaction of 2-hydroxystyrenes and iodobenzenes via a C-H activation/oxidation tandem reaction has been unprecedentedly discovered. By using this strategy, the overall synthetic efficiency of the synthesis of decursivine and its ana...

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Published inChemical communications (Cambridge, England) Vol. 50; no. 25; pp. 3299 - 3302
Main Authors Guo, Lei, Zhang, Fengying, Hu, Weimin, Li, Lei, Jia, Yanxing
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 01.01.2014
Subjects
Benzofurans - chemical synthesis
Carbon - chemistry
Catalysis
Chemistry
Chemistry, Multidisciplinary
Hydrogen - chemistry
Indole Alkaloids - chemical synthesis
Indoles - chemical synthesis
Oxidation-Reduction
Palladium - chemistry
Physical Sciences
Science & Technology
DIBENZOFURANS
INSERTION
DIRECT ARYLATION
TETRAHYDROFURANS
PHENOLS
SAMARIUM
SEQUENCE
OXIDATIVE CYCLIZATION
COUMARINS
(+/-)-SEROTOBENINE
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Summary:A new palladium-catalyzed method for the synthesis of benzofurans by reaction of 2-hydroxystyrenes and iodobenzenes via a C-H activation/oxidation tandem reaction has been unprecedentedly discovered. By using this strategy, the overall synthetic efficiency of the synthesis of decursivine and its analogues was indeed improved. Preliminary mechanistic studies shed light into the possible mechanisms.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
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ISSN:1359-7345
1364-548X
DOI:10.1039/c3cc49717h