One-Pot Suzuki-Hydrogenolysis Protocol for the Modular Synthesis of 2,5-Diaryltetrazoles

[Image: see text] 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 librar...

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Autores principales: Livingstone, Keith, Bertrand, Sophie, Jamieson, Craig
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2020
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7304064/
https://www.ncbi.nlm.nih.gov/pubmed/32392054
http://dx.doi.org/10.1021/acs.joc.0c00807
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author Livingstone, Keith
Bertrand, Sophie
Jamieson, Craig
author_facet Livingstone, Keith
Bertrand, Sophie
Jamieson, Craig
author_sort Livingstone, Keith
collection PubMed
description [Image: see text] 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.
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spelling pubmed-73040642020-06-19 One-Pot Suzuki-Hydrogenolysis Protocol for the Modular Synthesis of 2,5-Diaryltetrazoles Livingstone, Keith Bertrand, Sophie Jamieson, Craig J Org Chem [Image: see text] 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. American Chemical Society 2020-05-11 2020-06-05 /pmc/articles/PMC7304064/ /pubmed/32392054 http://dx.doi.org/10.1021/acs.joc.0c00807 Text en Copyright © 2020 American Chemical Society This is an open access article published under a Creative Commons Attribution (CC-BY) License (http://pubs.acs.org/page/policy/authorchoice_ccby_termsofuse.html) , which permits unrestricted use, distribution and reproduction in any medium, provided the author and source are cited.
spellingShingle Livingstone, Keith
Bertrand, Sophie
Jamieson, Craig
One-Pot Suzuki-Hydrogenolysis Protocol for the Modular Synthesis of 2,5-Diaryltetrazoles
title One-Pot Suzuki-Hydrogenolysis Protocol for the Modular Synthesis of 2,5-Diaryltetrazoles
title_full One-Pot Suzuki-Hydrogenolysis Protocol for the Modular Synthesis of 2,5-Diaryltetrazoles
title_fullStr One-Pot Suzuki-Hydrogenolysis Protocol for the Modular Synthesis of 2,5-Diaryltetrazoles
title_full_unstemmed One-Pot Suzuki-Hydrogenolysis Protocol for the Modular Synthesis of 2,5-Diaryltetrazoles
title_short One-Pot Suzuki-Hydrogenolysis Protocol for the Modular Synthesis of 2,5-Diaryltetrazoles
title_sort one-pot suzuki-hydrogenolysis protocol for the modular synthesis of 2,5-diaryltetrazoles
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7304064/
https://www.ncbi.nlm.nih.gov/pubmed/32392054
http://dx.doi.org/10.1021/acs.joc.0c00807
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