STERIC HINDRANCE IN HIGHLY-SUBSTITUTED ORGANOSILICON COMPOUNDS. I. THE REACTION OF ARYLLITHIUM COMPOUNDS WITH SOME CHLOROSILANES, ETHOXYSILANES, AND RELATED COMPOUNDS
The direct synthesis of diaryl sulfones from aryl silanes, SO2 surrogate, and aryl iodides is performed thanks to an air-stable Cu(I)-catalyzed sulfonylative Hiyama cross-coupling. Experimental and theoretical studies support a Cu(I)/Cu(III)-based mechanism with fast insertion of the small molecule into the Cu−C bond of a copper-aryl intermediate.
Palladium-Catalyzed Arylation of Allylic Benzoates Using Hypervalent Siloxane Derivatives
作者:Reuben Correia、Philip DeShong
DOI:10.1021/jo010627f
日期:2001.10.1
Palladium-catalyzed cross-coupling of hypervalent arylsiloxane derivatives proceeded in good to excellent yields with allylic benzoates. Arylation occurred with complete inversion of configuration. The scope and limitations of this reaction, an alternative to the Stille coupling, is summarized.