CuI/1,10-phen/PEG promoted decarboxylation of 2,3-diarylacrylic acids: synthesis of stilbenes under neutral and microwave conditions with an in situ generated recyclable catalyst

A series of trans- or cis-stilbenes have been synthesized in good to excellent yields via a functional group-dependent decarboxylation process from the corresponding 2,3-diaryl acrylic acids in a neutral CuI/1,10-phen/PEG-400 system under microwave conditions. The in situ generation of the recyclabl...

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Bibliographic Details
Published in:Organic & biomolecular chemistry 2013-10, Vol.11 (40), p.6967-6974
Main Authors: Zou, Yong, Huang, Qi, Huang, Tong-Kun, Ni, Qing-Chun, Zhang, En-Sheng, Xu, Tian-Long, Yuan, Mu, Li, Jun
Format: Article
Language:English
Subjects:
Acrylates - chemistry
Catalysis
Copper - chemistry
Decarboxylation
Iodides - chemistry
Microwaves
Molecular Structure
Organometallic Compounds - chemistry
Phenanthrolines - chemistry
Polyethylene Glycols - chemistry
Stereoisomerism
Stilbenes - chemical synthesis
Stilbenes - chemistry
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Summary:A series of trans- or cis-stilbenes have been synthesized in good to excellent yields via a functional group-dependent decarboxylation process from the corresponding 2,3-diaryl acrylic acids in a neutral CuI/1,10-phen/PEG-400 system under microwave conditions. The in situ generation of the recyclable catalytic complex, the use of environmentally benign solvent PEG-400, the operational simplicity, the short reaction times, as well as the functional group-dependent chemo- and stereo-selectivity have made the decarboxylation process a highly efficient and applicable protocol.
ISSN:1477-0520
1477-0539
DOI:10.1039/c3ob41588k