Ambient-Temperature Cobalt-Catalyzed Cycloaddition Strategies to Aromatic Boronic Esters

作者:Auvinet Anne Laure; Harrity Joseph P A*; Hilt Gerhard
来源:Journal of Organic Chemistry, 2010, 75(11): 3893-3896.
DOI:10.1021/jo1004907

摘要

The room-temperature cobalt-catalyzed [4 + 2] cycloaddition of alkynylboronates and 1,3-dienes provides a convenient and general method for the synthesis of benzene-based aromatic boronic esters. Two complementary aromatization strategies involving in situ elimination and DDQ oxidation were explored, with the latter finding more generality. Finally, the potential of this technique to generate highly functionalized biaryls has been demonstrated via the synthesis of chiral (racemic) DMAP catalysts.

  • 出版日期2010-6-4