An efficient and mild oxidant for the synthesis of s-tetrazines

TETRAHEDRON LETTERS

卷:55

Article

Selvaraj, Ramajeyam¹  Fox, Joseph M.¹ 

[1] Univ Delaware, Dept Chem & Biochem, Newark, DE 19716 USA

关键词: s-Tetrazine;    Phenyliodonium diacetate;    Oxidation;    Bioorthogonal;   

DOI  :  10.1016/j.tetlet.2014.07.012

来源: Elsevier

【 摘 要 】

PhI(OAc)(2) serves as a mild and effective oxidant for the synthesis of s-tetrazine derivatives-molecules of emerging significance to the field of bioorthogonal chemistry. This reagent serves as a complementary oxidant to harsher nitrous reagents. The use of PhI(OAc)(2) improves 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)(2) as the oxidant for tetrazine synthesis is demonstrated for nine tetrazines in 75-98% yield. (C) 2014 Published by Elsevier Ltd.

【 授权许可】

Free