Synthesis of 2-aryl-2H-tetrazoles via a regioselective [3+2] cycloaddition reaction

Remi Patouret; Theodore M Kamenecka

doi:10.1016/j.tetlet.2016.02.102

Synthesis of 2-aryl-2H-tetrazoles via a regioselective [3+2] cycloaddition reaction

Tetrahedron Lett. 2016 Apr 6;57(14):1597-1599. doi: 10.1016/j.tetlet.2016.02.102.

Authors

Remi Patouret¹, Theodore M Kamenecka¹

Affiliation

¹ The Scripps Research Institute, Scripps Florida, Department of Molecular Therapeutics, 130 Scripps Way #A2A, Jupiter, FL 33458, USA.

Abstract

A regioselective cycloaddition reaction of arenediazonium salts with trimethylsilyldiazomethane is reported. A series of 2-aryltetrazoles were obtained in good to moderate yields with wide functional group compatibility. Furthermore, this cycloaddition reaction opens the way to build up the versatile intermediate 2-aryl-5-bromotetrazole.

Keywords: 2H-Tetrazole; Silver catalysis; Trimethylsilyldiazomethane; [3+2] Cycloaddition.

Abstract

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