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 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.
Guangzhou Institute of Chemistry, Chinese Academy of Sciences, Guangzhou 510650, China. zou_jinan@163.com.
Yong
Y
Zou
Qi
Q
Huang
Tong-Kun
TK
Huang
Qing-Chun
QC
Ni
En-Sheng
ES
Zhang
Tian-Long
TL
Xu
Mu
M
Yuan
Jun
J
Li
D000179:Acrylates / Q000737:chemistry*; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D003653:Decarboxylation; D007454:Iodides / Q000737:chemistry*; D008872:Microwaves; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry; D010618:Phenanthrolines / Q000737:chemistry*; D011092:Polyethylene Glycols / Q000737:chemistry*; D013237:Stereoisomerism; D013267:Stilbenes / Q000138:chemical synthesis* / Q000737:chemistry
D000179:Acrylates; D007454:Iodides; D009942:Organometallic Compounds; D010618:Phenanthrolines; D013267:Stilbenes; D011092:Polyethylene Glycols; D003300:Copper; C073870:cuprous iodide; C036658:acrylic acid; C025205:1,10-phenanthroline