•α,α-difluorobenzoyl oxygen heterocycles were synthesized via the radical cyclization of 2-iodo-2,2-difluoroacetophenone.•The reactions proceeded to give the cyclization products directly with high yields.•The different reaction conditions was ascribed to the different nucleophilic efficiency between carboxyl and hydroxyl groups.•The addition of base 2,6-lutidine is essential for efficient synthesis of α,α-difluorobenzoyl cyclic ethers.A convenient and facile method for the direct synthesis of α,α-difluorobenzoyl lactones or cyclic ethers via the radical cyclization reaction of 2-iodo-2,2-difluoroacetophenone with unsaturated acids or alcohols was reported.Download high-res image (84KB)Download full-size image

A method for stereoselective synthesis of α,α-difluoro-γ-iodo-β,γ-alkenyl ketones via radical difluoroacetylation of iododifluoromethyl ketones with terminal and internal alkynes was reported. This methodology provides a straightforward access to 3,3-disubstitued allylic difluorides.Download high-res image (87KB)Download full-size image

An unprecedented highly stereoselective example of nickel-catalyzed Suzuki–Miyaura type cross-coupling reactions of (2,2-difluorovinyl)benzene derivatives with arylboronic acids was developed. The reaction proceeded efficiently in the presence of 5 mol% NiCl2(PCy3)2 and K3PO4, affording the Z-fluorostyrene derivatives in good to high yields with excellent regioselectivity.

A series of novel oxazolidinone derivatives bearing fluoroalkyl-substituted pyrazole as the C-ring structure were designed, synthesized and evaluated for their antibacterial activity against six Gram-positive bacterial pathogens. Most of the target compounds have good antibacterial activity. Especially, compounds 13f, 13i and 13l show excellent activity comparable to linezolid.

A convenient and efficient approach for difluoroalkyl-containing γ-butyrolactones via the radical addition reaction of iododifluoromethyl ketones with 4-pentenoic acids initiated by AIBN in CH3CN at 60 °C was reported. Various difluoroalkyl-containing δ-valerolactones were also synthesized under this reaction conditions.A convenient and efficient approach for difluoroalkyl-containing γ-butyrolactones via the radical addition reaction of iododifluoromethyl ketones with 4-pentenoic acids initiated by AIBN in CH3CN at 60 °C was reported. Various difluoroalkyl-containing δ-valerolactones were also synthesized under this reaction conditions.

•A one-pot three-component method for the synthesis of polyfluoroaryl-containing 1,4,5-trisubstituted 1,2,3-triazoles was reported.•The reactions proceeded under mild condition without any catalyst.•The addition of Na2CO3 is essential for efficient conversion.A series of polyfluoroaryl-containing 1,4,5-trisubstituted 1,2,3-triazoles were synthesized via a one-pot three-component reaction of polyfluoroarenes, sodium azide and active methylene ketones/esters by using CH3CN/H2O as solvent in the presence of Na2CO3 at room temperature.A series of polyfluoroaryl-containing 1,4,5-trisubstituted 1,2,3-triazoles were synthesized via a one-pot three-component reaction of polyfluoroarenes, sodium azide and active methylene ketones/esters by using CH3CN/H2O as solvent in the presence of Na2CO3 at room temperature.

A novel Kumada–Tamao–Corriu cross-coupling reaction of gem-di- or monofluoroalkenes with Grignard reagents, with or without β-hydrogen atoms, in the presence of a catalytic amount of palladium- or nickel-based catalysts has been developed. The reaction is performed under mild conditions (room temperature or reflux in diethyl ether for 1–2 h) and leads to di-cross- or mono-cross-coupled products in good to high yields.

An unprecedented highly stereoselective example of nickel-catalyzed Suzuki–Miyaura type cross-coupling reactions of (2,2-difluorovinyl)benzene derivatives with arylboronic acids was developed. The reaction proceeded efficiently in the presence of 5 mol% NiCl2(PCy3)2 and K3PO4, affording the Z-fluorostyrene derivatives in good to high yields with excellent regioselectivity.