Cycloaromatization and DNA cleavage of novel enyne-allene systems

Abstract

The novel enyne-allene sulfones 5–8 were prepared by m-chloroperbenzoic acid oxidation of the corresponding enediyne sulfides 1–4; the enyne-allene sulfones 6–8 having a leaving group at the allylic position were aromatized by 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU)viathe allene-ene-cumulene intermediate 10 and showed DNA-cleaving activities under basic conditions without any additive.