Gold- and platinum-catalyzed formal Markownikoff's double hydroamination of alkynes: a rapid access to tetrahydroquinazolinones and angularly-fused analogues thereof

J Org Chem. 2010 Feb 19;75(4):1277-80. doi: 10.1021/jo902293f.

Abstract

A highly efficient gold(I)- and platinum(II)-catalyzed process for formal Markownikoff's double hydroamination of alkynes tethered with hydroxyl group has been developed. The method was shown to be applicable to a broad range of 2-aminobenzamides and alkynols leading to the formation of multiply substituted tetrahydroquinazolinones. Interestingly, when Pt(IV)Cl(4) catalyst was employed, cyclic angularly fused compound was obtained.