Modular Access to Diverse Chemiluminescent Dioxetane-Luminophores through Convergent Synthesis.

ABSTRACT: Adamantyl-dioxetane luminophores are an important class of chemiluminescent molecular probes for diagnostics and imaging. We have developed a new efficient synthetic route for preparation of adamantyl-enolether as precursors for dioxetane chemiluminescent luminophores. The synthesis is convergent, using an unusual Stille cross-coupling reaction employing a stannane-enolether, to directly afford adamantyl-enolether. In a following simple step, the dioxetane is obtained by oxidation of the enolether precursor with singlet-oxygen. The scope of this synthetic route is broad since a large number of haloaryl substrates are either commercially available or easily accessible. Such a late-stage derivatization strategy simplifies the rapid exploration of novel luminogenic molecular structures in a l

SUBMITTER: Gnaim S 

PROVIDER: S-EPMC9311660 | biostudies-literature | 2022 May

REPOSITORIES: biostudies-literature