Copper-catalyzed cross-coupling reactions of organotrifluoroborate salts and organoboronic acids: Formation of enol esters and sulfones.
Published: 2007
Language: eng
Number of pages: 162
ISBN-13: 9780494272749
Description: This thesis includes two chapters. Chapter one describes enol ester formations from carboxylate salts and alkenyl potassium trifluoroborate salts. The optimized conditions utilize a catalytic amount of copper (I) salts with DMAP as ligand/base in MeCN at 60&deg;C over 24h under an atmosphere of oxygen in the presence of 4A molecular sieves.	This protocol was extended to carboxylic acids as coupling partners without adding extra base.Chapter two describes a mild protocol for preparation of aryl and alkenyl sulfones from organoboronic acids and sulfinic acid salts. The method tolerates a wide variety of substituents on the boronic acid, including amide, aldehyde, halide and nitro functionalities, as well as ortho-substituents. In general, the reaction is found to be influenced by electronic factors on the boronic acids, with neutral and electron-rich organoboronic acids giving good to excellent yields of the sulfones.
Notes: Source: Masters Abstracts International, Volume: 45-06, page: 3164.

Thesis (M.Sc.)--University of Toronto, 2007.

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