alpha,beta-difunctionalization of alpha,beta-unsaturated carbonyl compounds through borylation reaction

Identifier:  TDX:2010

Handle: https://hdl.handle.net/20.500.11797/TDX2010

Authors:  Palau Lluch, Gerard

Abstract:
This thesis presents the results concerning new methodologies towards the obtantion of alpha-functionalized beta-borylated compounds from alpha,beta-unsaturated carbonyl compounds, with no precedent in the litherature. The functionalizations studied focused on fluorine, to obtain alpha-fluoro beta-boryl ketones; halogens, to obtain alpha-halo beta-boryl ketones (being the halogens chlorine and bromine); and finally, the difunctionalization of alpha,beta-unsaturated ketones to obtain the corresponding alpha-aryl beta-boryl ketones, which as presented in this thesis, they have been the intermadiates towards the synthesis of 2-aryl-1,3-diones. 2-aryl-1,3-diones are highly valued products in industry for their properties as pesticides. In the three cases studied, we obtained the desired difunctionalized products, which any of them has been previously presented in the existing literature, concluding that this has been a pioneering work towards the synthesis and obtantion of such difunctionalized compounds.