Simple Method for sp2–sp3 and sp3–sp3 Carbon–Carbon Bond Activation in 2-Substituted 1,3-Diketones

Abstract

Simple and efficient methods were developed for sp²–sp³ and sp³–sp³ C–C bond-activation reactions of 2-substituted 1,3-diketones. 3-Substituted 3-bromopentane-2,4-diones were deacylated in the presence of an aromatic compound and a silica gel supported ­Brønsted­ acid containing sulfonic groups. The carbocation formed by cleavage of the sp³–sp³ C–C bond of the dione alkylated the aromatic compound.