Shou-Ri Sheng

Selenium-Linking Strategy for Traceless Solid-Phase Synthesis of Acrylamides

Abstract A novel polystyrene-supported β-selenopropionic acid has been developed and applied to simple and efficient synthesis of acrylamides.

PEG-SUPPORTED SULFONIC ACID AS AN EFFICIENT AND RECYCLABLE CATALYST FOR THE SYNTHESIS OF 1,1-DIACETATES UNDER SOLVENT-FREE CONDITIONS

Abstract An operationally simple, efficient, and environmentally benign synthesis of 1,1‐diacetates in good yields by reaction of different aldehydes with acetic anhydride in the presence of PEG‐supported sulfonic acid under solvent‐free conditions is described.

A convenient selenium-linking strategy for traceless solid-phase synthesis of diethyl 1-alkenephosphonates

Abstract Treatment of a novel polymer‐supported α‐diethoxyphosphoryl methyl selenide with LDA followed by alkylation and oxidative deselenation efficiently afforded diethyl trans‐1‐alkenephosphonates in good yields and purities.

Novel Traceless Liquid‐Phase Synthesis of Coumarin Derivatives on Poly(Ethylene Glycol) Support

Abstract Coumarin derivatives were prepared by the von Pechmann reaction of PEG‐bound acetoacetate reagent with phenols in the presence of TiCl4 in excellent yield and purity with a facile workup procedure. The polymer reagent could be recycled two to four times without diminishing the yield or purity.

Facile Solid‐Phase Synthesis of Cycloalkylphosphonates and 1‐Cycloalkenylphosphonates Using Polymer‐Supported Phenylsulfonylmethylphosphonates

Abstract A facile procedure for the solid‐phase synthesis of cycloalkylphosphonates and 1‐cycloalkenylphosphonates in good yields and high purities using polystyrene‐supported phenylsulfonylmethylphosphonates with traceless sulfone linker strategy is described.

Rapid Microwave‐Assisted Liquid‐Phase Synthesis of 4‐Substituted‐5‐methoxycarbonyl‐6‐methyl‐3,4‐dihydropyridones on Poly(ethylene Glycol) Support

Abstract 4‐Substituted‐5‐methoxycarbonyl‐6‐methyl‐3,4‐dihydropyridones have been efficiently prepared on the soluble polymer polyethylene glycol (PEG) 4000 by solvent‐free microwave irradiation through a one‐pot condensation of PEG‐bound acetoacetate, Meldrums acid, ammonium acetate, and the appropriate aldehyde in the presence of a catalytic amount of polyphosphoric acid. The polymer‐supported synthesis provided the target compounds in excellent yield and purity with a facile workup procedure.

Facile One‐Pot Synthesis of Oxazolidin‐2‐ones from Phenyl 2‐Hydroxyalkyl Selenides

Abstract A novel, convenient, efficient, three‐step, one‐pot synthesis of 2‐oxazolidinones from phenyl 2‐hydroxyalkyl selenides was developed. Using this methodology, 2‐oxazolidinones are obtained in good yields (76–85%) by reaction of phenyl 2‐hydroxyalkyl selenides with benzoyl isocyanate and subsequent oxidation/cyclization, followed by hydrolysis with hydrochloric acid solution.

Facile solid-phase synthesis of aliphatic aldehydes using novel polymer-supported phenylselenomethyltrimethylsilane

Abstract Treatment of a novel polymer‐supported phenylselenomethyltrimethylsilane reagent with LDA followed by alkylation and oxidative deselenation efficiently afforded aliphatic aldehydes in moderate to good yields with excellent purities.

Facile Method for Solid‐Phase Synthesis of Vinyl Sulfones Using Polystyrene‐Supported Selenomethyl Aryl Sulfone

Abstract Treatment of novel polystyrene‐supported selenomethyl aryl sulfone with LDA followed by alkylation and oxidation elimination efficiently afforded vinyl sulfones in good yields and purities.

Convenient One‐Pot Synthesis of Vinyl Ethers from Phenyl 2‐Hydroxyalkyl Selenides

Abstract Vinyl ethers were prepared with good yields in a one‐pot, two‐step transformation by O‐alkylation reaction of phenyl 2‐hydroxyalkyl selenides with primary or secondary organic halides followed by oxidation elimination with 30% hydrogen peroxide.