Tandem Heck/Decarboxylation/Heck Strategy: Protecting-Group-Free Synthesis of Symmetric and Unsymmetric Hydroxylated Stilbenoids

Ride the (micro)wave: The title strategy has been developed for the synthesis of various symmetric or unsymmetric hydroxylated stilbenoids utilizing 4‐halophenols and acrylic acid as coupling partners (see scheme; DMA=N,N‐dimethylacetamide, MW=microwave). Protecting groups are not necessary and a si...

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Published inAngewandte Chemie International Edition Vol. 51; no. 49; pp. 12250 - 12253
Main Authors Shard, Amit, Sharma, Naina, Bharti, Richa, Dadhwal, Sumit, Kumar, Rajesh, Sinha, Arun K.
Format Journal Article
LanguageEnglish
Published Weinheim WILEY-VCH Verlag 03.12.2012
WILEY‐VCH Verlag
Wiley
Wiley Subscription Services, Inc
EditionInternational ed. in English
Subjects
Acrylates - chemistry
arenes
Catalysis
Chemistry
Chemistry, Multidisciplinary
cross-coupling
Decarboxylation
Hydroxylation
palladium
Palladium - chemistry
Phenols - chemistry
Physical Sciences
Science & Technology
Stilbenes - chemical synthesis
Stilbenes - chemistry
synthetic methods
tandem reactions
RESVERATROL
ANALOGS
ACIDS
ARYLATION
HECK REACTIONS
BENZALDEHYDES
CROSS-COUPLING REACTIONS
arenes
cross-coupling
palladium
STEREOSELECTIVE-SYNTHESIS
synthetic methods
tandem reactions
CATALYSTS
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Summary:Ride the (micro)wave: The title strategy has been developed for the synthesis of various symmetric or unsymmetric hydroxylated stilbenoids utilizing 4‐halophenols and acrylic acid as coupling partners (see scheme; DMA=N,N‐dimethylacetamide, MW=microwave). Protecting groups are not necessary and a single palladium catalyst is used.
Bibliography:istex:878EC16CF6CA949979FF98F6C837CF4A128EFA72
This work was supported by the Council of Scientific and Industrial Research (project MLP 0008 and MLP 0052/ORIGIN). A.S. and R.K. thank the C.S.I.R. for an SRF award. The authors gratefully acknowledge the Director the IHBT, Palampur, for his kind cooperation and encouragement. I.H.B.T. Communication No. 2384.
ark:/67375/WNG-24N14X50-H
ArticleID:ANIE201206346
Council of Scientific and Industrial Research - No. MLP 0008; No. MLP 0052/ORIGIN
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201206346