A one-pot Suzuki-hydrogenolysis protocol for the modular synthesis of 2,5-diaryltetrazoles

Livingstone, Keith and Bertrand, Sophie and Jamieson, Craig (2020) A one-pot Suzuki-hydrogenolysis protocol for the modular synthesis of 2,5-diaryltetrazoles. Journal of Organic Chemistry, 85 (11). pp. 7413-7423. ISSN 0022-3263 (https://doi.org/10.1021/acs.joc.0c00807)

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Abstract

2,5-Diaryltetrazoles are a diverse range of compounds of considerable interest within the field of photochemistry as a valuable precursor of the nitrile imine 1,3-dipole. Current literature approaches toward this heterocycle remain unsuitable for the practical synthesis of a library of these derivatives. Herein, we disclose the development of a modular approach toward 2,5-diaryltetrazoles compatible with an array-type protocol, facilitated by a tandem Suzuki-hydrogenolysis approach.