Exposure of a variety of mono- and disubstituted ortho-alkenylarylboronic acids to NBS in THF/ H2O under neutral conditions affords bromo-boronolactones, in some instances, with exceptional regiocontrol. The adducts, analogous to those formed by carboxylic acids, are shown to be useful synthetic intermediates.
Palladium-Catalyzed Cross-Coupling Reactions of Organogold(I) Reagents with Organic Electrophiles
作者:Miguel Peña-López、Miguel Ayán-Varela、Luis A. Sarandeses、José Pérez Sestelo
DOI:10.1002/chem.201000726
日期:2010.8.23
The palladium‐catalyzed cross‐coupling reaction of organogold(I) reagents (alkyl, alkenyl, aryl, and alkynyl) with organic electrophiles, such as aryl and alkenyl halides, aryl triflates, benzyl bromide, and benzoyl chloride is reported. The reaction takes place, under palladiumcatalysis, at room temperature with short reaction times to give the corresponding cross‐coupling products in high yields