Synthesis of Oxazoles Containing CF-Substituted Alcohol Unit via Tandem Cycloisomerization/Hydroxyalkylation from -Propargylamides with Trifluoropyruvates.

Oxazoles are important five-membered heterocycles that contain both nitrogen and oxygen atoms. Due to their wide range of biological activities, many oxazoles demonstrate potential for extensive application in various fields, including medicinal chemistry. Trifluoromethyl carbinol, an important pharmacophore, contains both trifluoromethyl and hydroxyl groups and is common in molecules with important biological activities.

1,1,1,3,3,3-Hexafluoro-2-Propanol-Promoted Friedel-Crafts Reaction: Metal-Free Synthesis of C3-Difluoromethyl Carbinol-Containing Imidazo[1,2-]pyridines at Room Temperature.

A facile and efficient method has been developed for the synthesis of C3-difluoromethyl carbinol-containing imidazo[1,2-]pyridines at room temperature via the HFIP-promoted Friedel-Crafts reaction of difluoroacetaldehyde ethyl hemiacetal and imidazo[1,2-]pyridines. This strategy could be applied to the direct C(sp)-H hydroxydifluoromethylation of imidazo[1,2-]pyridines and afford a series of novel difluoromethylated carbinols in good to satisfactory yields with 29 examples. Furthermore, gram-scale and synthetic transformation experiments have also been achieved, demonstrating its potential applicable value in organic synthesis.

Metal-free synthesis of difluoro/trifluoromethyl carbinol-containing chromones tandem cyclization of -hydroxyaryl enaminones.

We herein propose a HFIP-promoted tandem cyclization reaction for the synthesis of difluoro/trifluoromethyl carbinol-containing chromones from -hydroxyphenyl enaminones at room temperature. This protocol provides a facile and efficient approach to access diverse difluoro/trifluoromethylated carbinols in good to excellent yields. In addition, gram-scale and synthetic derivatization experiments have also been performed.

Robust superhydrophobic and superoleophilic filter paper via atom transfer radical polymerization for oil/water separation.

Robust superhydrophobic and superoleophilic cellulose-g-PFOEMA filter paper membranes were fabricated via surface grafting of poly(perfluorooctylethyl methacrylate) (PFOEMA) using atom transfer radical polymerization (ATRP). The surface chemical compositions, morphologies and wettability of cellulose-g-PFOEMA with different degree of graft ratio (DG) were investigated using attenuated total reflectance Fourier transform infrared spectroscopy (ATR-FTIR), X-ray photoelectron spectroscopy (XPS), scanning electron microscope (SEM), and contact angle (CA) measurement. IR and XPS showed that PFOEMA were introduced into surface of filter paper.