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

ABSTRACT: 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. 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.

SUBMITTER: Selvaraj R

PROVIDER: S-EPMC4486492 | biostudies-literature | 2014

REPOSITORIES: biostudies-literature

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

Selvaraj Ramajeyam R Fox Joseph M JM

Tetrahedron letters 20140101 34

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. 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 tetr ...[more]

PMID: 26146418

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