A one-pot strategy for the diversified synthesis of 3-difluoromethyl benzoxazole-2-thiones is reported. The reaction of 2-aminophenol, sodium chlorodifluoroacetate, and elemental sulfur in the presence of NaOt-Bu gives exclusively 3-difluoromethyl benzoxazole-2-thiones in good yield (up to 98%). The mechanism of this reaction presumably involves first cyclization of 2-aminophenols with thiocarbonyl fluoride, followed by N-difluoromethylation with difluorocarbene. The developed synthetic procedures are versatile, robust, and easily scalable for the synthesis of 3-difluoromethyl benzoxazole-2-thione derivatives, some of which have shown insecticidal activities.

A metal free, visible-light driven C-H ketoalkylation of glycine derivatives and peptides with cycloalkyl hydroperoxides is presented. This protocol provides a straightforward route to the unnatural amino acids bearing a...

A metal free, visible-light driven α-C(sp3)−H gem-difluoroallylation of glycine derivatives with CF3-alkenes and 1,3-enynes is presented under redox-neutral conditions with good yields and excellent functional group compatibility.

A thermo-induced decarboxylative α-C(sp3)−H fluoroalkylation of glycine derivatives with fluorinated peroxy esters was described. This protocol features transition metal free, redox-neutral conditions, broad substrate scope and excellent functional group tolerance,...

An aluminium chloride-mediated cascade reaction between pyrrolidones and trifluoroacetic anhydride is reported. Functionally diverse 1-chloro-2,2,2-trifluoroethylidene-substituted pyrrolidones were obtained in moderate to high yields through electrophilic trifluoroacetylation, nucleophilic chlorination, and elimination. This procedure has a wide scope, good functional-group tolerance and the reaction conditions are amenable to scale up. Additionally the obtained 1-chloro-2,2,2-trifluoroethylidene products can be applied to further functionalization as trifluoromethyl-containing building blocks. Some of the title compounds showed fungicidal activity against cucumber downy mildew (CDM). . Reagents were received from commercial sources. Solvents were freshly dried and degassed according to the published procedures prior to use.