1,3,4-Oxadiazoles by Ugi-Tetrazole and Huisgen Reaction

[Image: see text] Easy to perform, functional group tolerant, and short syntheses of the privileged scaffold oxadiazole are highly desired. Here, a metal-free protocol for MCR-based synthesis of 2,5-disubstituted 1,3,4-oxadiazoles via a Ugi-tetrazole/Huisgen sequence was developed. Optimization and...

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Autores principales: Wang, Qian, Mgimpatsang, Kumchok C., Konstantinidou, Markella, Shishkina, Svitlana V., Dömling, Alexander
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2019
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6759755/
https://www.ncbi.nlm.nih.gov/pubmed/31478379
http://dx.doi.org/10.1021/acs.orglett.9b02614
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author Wang, Qian
Mgimpatsang, Kumchok C.
Konstantinidou, Markella
Shishkina, Svitlana V.
Dömling, Alexander
author_facet Wang, Qian
Mgimpatsang, Kumchok C.
Konstantinidou, Markella
Shishkina, Svitlana V.
Dömling, Alexander
author_sort Wang, Qian
collection PubMed
description [Image: see text] Easy to perform, functional group tolerant, and short syntheses of the privileged scaffold oxadiazole are highly desired. Here, a metal-free protocol for MCR-based synthesis of 2,5-disubstituted 1,3,4-oxadiazoles via a Ugi-tetrazole/Huisgen sequence was developed. Optimization and scope and limitations of this short and general sequence are described. The reaction was also successfully performed on a gram scale.
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spelling pubmed-67597552019-09-26 1,3,4-Oxadiazoles by Ugi-Tetrazole and Huisgen Reaction Wang, Qian Mgimpatsang, Kumchok C. Konstantinidou, Markella Shishkina, Svitlana V. Dömling, Alexander Org Lett [Image: see text] Easy to perform, functional group tolerant, and short syntheses of the privileged scaffold oxadiazole are highly desired. Here, a metal-free protocol for MCR-based synthesis of 2,5-disubstituted 1,3,4-oxadiazoles via a Ugi-tetrazole/Huisgen sequence was developed. Optimization and scope and limitations of this short and general sequence are described. The reaction was also successfully performed on a gram scale. American Chemical Society 2019-09-03 2019-09-20 /pmc/articles/PMC6759755/ /pubmed/31478379 http://dx.doi.org/10.1021/acs.orglett.9b02614 Text en Copyright © 2019 American Chemical Society This is an open access article published under a Creative Commons Non-Commercial No Derivative Works (CC-BY-NC-ND) Attribution License (http://pubs.acs.org/page/policy/authorchoice_ccbyncnd_termsofuse.html) , which permits copying and redistribution of the article, and creation of adaptations, all for non-commercial purposes.
spellingShingle Wang, Qian
Mgimpatsang, Kumchok C.
Konstantinidou, Markella
Shishkina, Svitlana V.
Dömling, Alexander
1,3,4-Oxadiazoles by Ugi-Tetrazole and Huisgen Reaction
title 1,3,4-Oxadiazoles by Ugi-Tetrazole and Huisgen Reaction
title_full 1,3,4-Oxadiazoles by Ugi-Tetrazole and Huisgen Reaction
title_fullStr 1,3,4-Oxadiazoles by Ugi-Tetrazole and Huisgen Reaction
title_full_unstemmed 1,3,4-Oxadiazoles by Ugi-Tetrazole and Huisgen Reaction
title_short 1,3,4-Oxadiazoles by Ugi-Tetrazole and Huisgen Reaction
title_sort 1,3,4-oxadiazoles by ugi-tetrazole and huisgen reaction
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6759755/
https://www.ncbi.nlm.nih.gov/pubmed/31478379
http://dx.doi.org/10.1021/acs.orglett.9b02614
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