1241916-53-9Relevant academic research and scientific papers
Copper(II) bromide/boron trifluoride etherate-cocatalyzed cyclization of ketene dithioacetals and p-quinones: a mild and general approach to polyfunctionalized benzofurans
Liu, Yingjie,Wang, Mang,Yuan, Hongjuan,Liu, Qun
experimental part, p. 884 - 892 (2010/06/15)
A new application of copper(II) bromideactivated ketene dithioacetals as nucleophiles in organic chemistry has been developed. Under the cocatalysis of copper(II) bromide (2.0 mol%) and boron trifluoride etherate (10 mol%), the conjugate addition and sequential cyclization of a-electron-withdrawing group-substituted ketene dithioacetals with p-quinones in acetonitrile at room temperature gave a variety of benzofurans. This formal [3 + 2] cycloaddition provides a general method for catalytic synthesis of polyfunctionalized benzofurans with the ad-vantages of readily available starting materials, cheap catalysts, mild reaction conditions, good yields and wide range of synthetic potential for the benzofuran products. Further transformations of the resulting benzofurans to 2-aminobenzofurans and benzofuro[2,3-d]pyrimidine derivatives are also investigated.
