Tandem Suzuki-Miyaura Cross-Coupling/Dehydrobromination of 1,1-Dibromoalkenes to Alkynes with a Cyclobutene-1,2-diylbis(imidazolium) Salt as Catalyst Precursor

Abstract

A cyclobutene-1,2-bis(imidazolium) salt proved to be an efficient catalyst precursor for one-pot tandem Suzuki-Miyaura/dehydrobromination­ reactions for the synthesis of alkynes starting from 1,1-dibromoalkenes and palladium(II) acetate, aryl boronic acids, and potassium tert-butoxide in toluene. Starting materials were prepared from aldehydes under Corey-Fuchs conditions.