A modular multicomponent reaction of readily available fluoroalkyl alkenes, amidines, ammonium carbonate, and water was developed for the facile construction of β-fluoroalkylated aminovinyl ketones, which provided chemists a novel access to value-added organofluorine compounds. The reaction proceeded regio-/stereoselectively under mild conditions and exhibited good functional group tolerance. Cheap, stable, and low-toxic inorganic salt (NH 4 ) 2 CO 3 was first found to act as both a nitrogen source and a carbonyl equivalent in the multi-bond-forming process.
An unprecedented defluorocyclization of perfluorobutyl tetralones with Na 2 S•9H 2 O was developed for the synthesis of trifluoromethyl 1,2-dithioles, which provided chemists novel access to biologically and pharmaceutically relevant organofluorides. Successive C(sp 3 )−F bond functionalization at the perfluoroalkyl chain is vital for the formation of four C−H/C−S/ S−S bonds and a five-membered S-heterocycle assembly. Cheap, weakly toxic, and odorless inorganic sulfide Na 2 S•9H 2 O acts as both a disulfurating precursor and a hydrodefluorinating reagent in this tandem multi-bond-interconverting reaction.
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