Facile synthesis of dibranched conjugated dienes via palladium-catalyzed oxidative coupling of N-tosylhydrazones

A facile and highly regioselective Pd-catalyzed oxidative coupling of N-tosylhydrazones providing efficient access to 2,3-disubstituted-1,3-butadienes has been developed. This process features readily available starting materials and mild reaction conditions. Further transformations of the obtained...

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Published inChemical communications (Cambridge, England) Vol. 49; no. 80; pp. 9218 - 9220
Main Authors Jiang, Huanfeng, He, Li, Li, Xianwei, Chen, Huoji, Wu, Wanqing, Fu, Wei
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 01.01.2013
Subjects
Alkenes - chemical synthesis
Alkenes - chemistry
Butadienes - chemistry
Catalysis
Chemistry
Chemistry, Multidisciplinary
Cycloaddition Reaction
Hydrazones - chemistry
Methane - analogs & derivatives
Methane - chemistry
Oxidative Coupling
Palladium - chemistry
Physical Sciences
Science & Technology
Stereoisomerism
CARBON BOND FORMATION
ALKENES
ROUTE
REAGENTS
1,3-DIENES
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Summary:A facile and highly regioselective Pd-catalyzed oxidative coupling of N-tosylhydrazones providing efficient access to 2,3-disubstituted-1,3-butadienes has been developed. This process features readily available starting materials and mild reaction conditions. Further transformations of the obtained dibranched 1,3-dienes, through Diels-Alder reactions and indene synthesis, are also demonstrated, which reveal their great potential for synthetic utility.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1359-7345
1364-548X
DOI:10.1039/c3cc43593h