Patent ID: 6713566
Filing Date: 2004-03-30
Classification: C07B,C07F

Abstract:
A process for preparing an organoboron compound having one or more organoboron residues which comprises:(i) reacting an olefinic compound having at least one carbon to carbon double bond or an acetylenic compound having at least one carbon to carbon triple bond with a diboron derivative in the presence of a Group 8-11 metal catalyst to form an organoboron compound having an organoboronate residue on at least one carbon atom of the respective double or triple bond; wherein said olefinic or acetylenic compound has at least one active hydrogen containing substituent selected from the group consisting of hydroxy, amino, imino, carboxy, carboxylato, carboximidyl, sulfo, sulfinyl, sulfinimidyl, sulfinohydroximyl, sulfonimidyl, sulfondiimidyl, sulfonohydroximyl, sulfamyl, phosphinyl, phosphinimidyl, phosphonyl, dihydroxyphosphanyl, hydroxyphosphanyl, phosphono, phosphonato, hydrohydroxyphosphoryl, allophanyl, guanidino, hydantoyl, ureido, and ureylene, and wherein said reaction of the olefinic or acetylenic compound with the diboron derivative is an addition reaction across the double or triple bond respectively, or in the case of two or more conjugated carbon to carbon double bonds, the reaction introduces organoboronate residues on distal carbon atoms participating in the conjugation, resulting in loss of conjugation, or, in the case of an &agr;,&bgr;-unsaturated carbonyl compound, the reaction introduces a single organoboronate residue on the &bgr;-carbon, resulting in loss of &agr;,&bgr;-unsaturation, and (ii) optionally heating the reaction mixture to result in some hydrodeboronation.