title: An efficient and mild oxidant for the synthesis ofs-tetrazines.
abstract: PhI(OAc)2serves as a mild and effective oxidant for the synthesis ofs-tetrazine derivatives- molecules of emerging significance to the field of bioorthogonal chemistry. This reagent serves as a complementary oxidant to harsher nitrous reagents. Use of PhI(OAc)2improves the synthesis of 5-amino-di(pyridin-2-yl)-s-tetrazine, a molecule that has been broadly used for cellular imaging and nuclear medicine. The generality of PhI(OAc)2as the oxidant for tetrazine synthesis is demonstrated for nine tetrazines in 75-98% yield.
authors.affiliation: Department of Chemistry and Biochemistry, University of Delaware, Newark DE 19716.
authors.forename: Ramajeyam
authors.initials: R
authors.lastname: Selvaraj
authors.affiliation: Department of Chemistry and Biochemistry, University of Delaware, Newark DE 19716.
authors.forename: Joseph M
authors.initials: JM
authors.lastname: Fox
keywords: bioorthogonal; oxidation; phenyliodonium diacetate; s-tetrazine