Organoboron derivatives and process for coupling organic compounds

摘要

A process for covalently coupling organic compounds which comprises: 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 intermediate having an organoboronate residue on at least one carbon atom of the respective double or triple bond; and reacting the organoboron intermediate with an organic compound having a halogen or halogen-like substituent at a coupling position in the presence of a Group 8-11 metal catalyst and a suitable base, whereby the olefinic or acetylenic compound is coupled to the organic compound via a direct bond between the carbon atom having the organoboronate residue and the coupling position. Also described is a process for preparing an organoboron derivative, which comprises reacting an olefinic compound having a leaving group in at the allylic position with a diboron derivative in the presence of a Group 8-11 metal catalyst such that the leaving group is replaced with an organoboronate residue. The invention further relates to organoboron intermediates and their preparation.