Microwave-Mediated Synthesis of an Arylboronate Library.

A series of aryiboronates has befell synlhesizeil from the reaction of 2-{2-, (3-, or (4-(bramomethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-diaxabarolane 1 {1-3} respectively with a range of N-, S-, and O-nucleophiles, using microwave-medialed chemistry. For the synthesis of N- and S-substituted boronates, a supported base, PS-NMM, was With O-nucleophiles, a mixture of tetrabutylammonium bromide, potassium carbonate, and sodium hydroxide was employed. The resulting aminomethyl, mercaptomethyl, or alkoxy-phenoxymethyl-arylboronates were subjected lo microwave-mediated Suzuki Miyanra cuuphng reactions to afford a range of biaryls in moderate to good yields. The X-ray structures of five boronates were determined. [ABSTRACT FROM AUTHOR]