Aliphatic acetylenic homocoupling catalyzed by a novel combination of AgOTs-CuCl2-TMEDA and its application for the solid-phase synthesis of bis-benzo[b]furan-linked 1,3-diynes

A novel catalytic system of AgOTs-CuCl2-TMEDA is described for the homocoupling of aliphatic acetylenes on solid support. It is the first observation that Ag-l's activating triple bond could facilitate Cu-II-mediated oxidative acetylenic homocoupling. This study provides an efficient way to synthesize a diversified symmetrical bis-benzo[b]furan-linked 1,3-diyne library on solid support.