Abstract

AbstractWith the catalysis of Zn(OTf)2, Mannich‐type reactions of various aromatic hydrazones 1 with difluoroenoxysilane 2 proceeded smoothly to produce 2,2‐difluoro‐3‐oxo‐benzohydrazides in 27% –78% yields in THF or DCM under mild conditions. An unexpected monofluorination of hydrazone 1m with difluoroenoxysilane 2 was also disclosed in this paper. The first example of the asymmetric Mannich‐type reaction of hydrazone 1a with difluoroenoxysilane 2 using chiral phosphine‐oxazoline ligand has been reported, giving the adduct 3a in good yields and moderate enantioselectivities under mild conditions.

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