Abstract
Although many benzyne reactions have been reported in these days, the regioselectivity of unsymmetrically substituted benzyne reactions are generally quite low. Recently, we have developed the first preparation method of 3-borylbenzynes 1 using iPrMgCl∙LiCl and found that the boryl group produced their regioselective Diels–Alder reactions (Angew. Chem. Int. Ed. 2010, 49, 5563) and [3+2] cycloaddition reactions (manuscript, in preparation). In this meeting, we are going to present a mild preparation of 1 using a fluoride ion and its application to three-component coupling reactions of 1, 1-alkynes, and allyl chlorides in the presence of a copper catalyst. These reactions provided a new regioselective synthesis of ortho, meta-disubstituted arylboronates.
