Synthesis Of ?-Acyloxyketone Compounds Via Transition-metal-free C-C Bond Cleavage

?-Acyloxy ketone compounds and their derivatives are an important class of skeletons in organic synthesis,which demonstrate widely applications in biology,medicine,material scienece and other fields.The traditional synthetic route to?-acyloxy ketones mainly depends on the direct esterification reaction of well-performed?-hydroxy ketones.However,the substrates of the this protocol is not easily available,which makes it difficult to achieve the universal and efficient synthesis of?-acyloxyketones.Therefore,it is an urgent challenge for chemists to establish new methods to the synthesis of?-acyloxy ketone compounds.Carbon-carbon bonds are the most basic and widespread chemical bonds in organic compounds.The reactions involving the cleavage of carbon-carbon bonds have been distributed in each corner of our daily life as well as the industrial production.The first chapter of this thesis systematically summarizes the synthesis method of?-acyloxyketones and the cleavage reaction of carbon-carbon bond.The C(sp~2)-C(sp~3)bond in 1,3-dicarbonyl compounds is a special kind of carbon-carbon bond due to the high reactivity.In recent years,a lot of elegant works on carbon-carbon bond cleavage of 1,3-dicarbonyl compounds have been reported.However,in most cases,transition metals,especially for cooper catalysts were often used.This thesis disclose a transition metal-free and base-promoted reaction of1,3-dicarbonyl compounds and 3-halo-1-propanols,delivering varieties of?-acyloxy ketone compounds in good to excellent yields.The second chapter of the thesis includes the detailed optimization of reaction condition and the expansion of substrate scope.The large-scale reaction still proceeded smoothly in a high yield,suggesting its potential industrial applications.