Gold(i)-catalyzed tandem cyclization/peroxidation of 2-alkynyl-1-carbonylbenzenes with TBHP

Abstract

A gold(I)-catalyzed tandem cyclization/peroxidation of 2-alkynyl-1-carbonylbenzenes with tert-butyl hydroperoxide (TBHP) has been successfully developed to access 1-peroxidized 1H-isochromene derivatives in moderate to good yields. The use of one of the resultant 1-peroxidized 1H-isochromenes (3a) for the construction of phenyl(8-phenylbicyclo[4.2.0]octa-1(6),2,4,7-tetraen-7-yl)methanone (4), phenyl(3-phenyl-1,3-dihydroisobenzofuran-1-yl)methanone (5) and 2-(2-benzoylphenyl)-1-phenylethan-1-one (6) has also been investigated, respectively.