Soluble polymer-supported synthesis of 5-arylidene thiazolidinones and pyrimidinones using a novel traceless linker strategy.
An efficient method for the soluble polymer-supported synthesis of 5-arylidene thiazolidinones and pyrimidinones using aniline as a traceless linker was described. Aldehyde substrates were attached to the polyethylene glycol (PEG)-bound aniline via an imine linkage, and after the subsequent PEG-promoted Suzuki coupling reaction for the diversification, Knoevenagel condensation was readily employed as the cleavage strategy.
Liu
Zhang
Z
State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zuchongzhi Road, Shanghai 201203, PR China.
Huang
Yue
Y
Zhang
Wei
W
Ma
Lanping
L
Li
Jingya
J
Wang
Xin
X
Li
Jia
J
Shen
Jingkang
J
D000814:Aniline Compounds / Q000737:chemistry*; D003124:Colorimetry; D020650:Combinatorial Chemistry Techniques / Q000379:methods*; D006844:Hydrocarbons, Cyclic / Q000737:chemistry*; D007097:Imines / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008956:Models, Chemical; D011092:Polyethylene Glycols / Q000737:chemistry*; D054562:Protein Tyrosine Phosphatase, Non-Receptor Type 1 / Q000037:antagonists & inhibitors; D011744:Pyrimidinones / Q000138:chemical synthesis*; D012995:Solubility; D045162:Thiazolidinediones / Q000138:chemical synthesis*
D000814:Aniline Compounds; D006844:Hydrocarbons, Cyclic; D007097:Imines; D011744:Pyrimidinones; D045162:Thiazolidinediones; D011092:Polyethylene Glycols; D054562:Protein Tyrosine Phosphatase, Non-Receptor Type 1; C023650:aniline