Copper-Catalyzed One-Pot Synthesis of 2,5-Disubstituted 1,3,4-Oxadiazoles from Arylacetic Acids and Hydrazides via Dual Oxidation

[Image: see text] A simple and efficient protocol has been developed to access symmetrical and unsymmetrical 2,5-disubstituted 1,3,4-oxadiazoles from arylacetic acids and hydrazides via copper-catalyzed dual oxidation under an oxygen atmosphere. Oxidative decarboxylation of arylacetic acids and oxid...

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Autores principales: Lekkala, Chinnari, Bodala, Varaprasad, Yettula, Kumari, Karasala, Bharat Kumar, Podugu, Rajitha Lakshmi, Vidavalur, Siddaiah
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2022
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9366783/
https://www.ncbi.nlm.nih.gov/pubmed/35967030
http://dx.doi.org/10.1021/acsomega.2c01586
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author Lekkala, Chinnari
Bodala, Varaprasad
Yettula, Kumari
Karasala, Bharat Kumar
Podugu, Rajitha Lakshmi
Vidavalur, Siddaiah
author_facet Lekkala, Chinnari
Bodala, Varaprasad
Yettula, Kumari
Karasala, Bharat Kumar
Podugu, Rajitha Lakshmi
Vidavalur, Siddaiah
author_sort Lekkala, Chinnari
collection PubMed
description [Image: see text] A simple and efficient protocol has been developed to access symmetrical and unsymmetrical 2,5-disubstituted 1,3,4-oxadiazoles from arylacetic acids and hydrazides via copper-catalyzed dual oxidation under an oxygen atmosphere. Oxidative decarboxylation of arylacetic acids and oxidative functionalization of the imine C–H bond are the key steps. This is the first example of the synthesis of 2,5-disubstituted 1,3,4-oxadiazoles through dual oxidation in one-pot. Avoidance of the expensive ligand and high yield of the products are advantageous features of the developed method.
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spelling pubmed-93667832022-08-12 Copper-Catalyzed One-Pot Synthesis of 2,5-Disubstituted 1,3,4-Oxadiazoles from Arylacetic Acids and Hydrazides via Dual Oxidation Lekkala, Chinnari Bodala, Varaprasad Yettula, Kumari Karasala, Bharat Kumar Podugu, Rajitha Lakshmi Vidavalur, Siddaiah ACS Omega [Image: see text] A simple and efficient protocol has been developed to access symmetrical and unsymmetrical 2,5-disubstituted 1,3,4-oxadiazoles from arylacetic acids and hydrazides via copper-catalyzed dual oxidation under an oxygen atmosphere. Oxidative decarboxylation of arylacetic acids and oxidative functionalization of the imine C–H bond are the key steps. This is the first example of the synthesis of 2,5-disubstituted 1,3,4-oxadiazoles through dual oxidation in one-pot. Avoidance of the expensive ligand and high yield of the products are advantageous features of the developed method. American Chemical Society 2022-07-27 /pmc/articles/PMC9366783/ /pubmed/35967030 http://dx.doi.org/10.1021/acsomega.2c01586 Text en © 2022 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by-nc-nd/4.0/Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Lekkala, Chinnari
Bodala, Varaprasad
Yettula, Kumari
Karasala, Bharat Kumar
Podugu, Rajitha Lakshmi
Vidavalur, Siddaiah
Copper-Catalyzed One-Pot Synthesis of 2,5-Disubstituted 1,3,4-Oxadiazoles from Arylacetic Acids and Hydrazides via Dual Oxidation
title Copper-Catalyzed One-Pot Synthesis of 2,5-Disubstituted 1,3,4-Oxadiazoles from Arylacetic Acids and Hydrazides via Dual Oxidation
title_full Copper-Catalyzed One-Pot Synthesis of 2,5-Disubstituted 1,3,4-Oxadiazoles from Arylacetic Acids and Hydrazides via Dual Oxidation
title_fullStr Copper-Catalyzed One-Pot Synthesis of 2,5-Disubstituted 1,3,4-Oxadiazoles from Arylacetic Acids and Hydrazides via Dual Oxidation
title_full_unstemmed Copper-Catalyzed One-Pot Synthesis of 2,5-Disubstituted 1,3,4-Oxadiazoles from Arylacetic Acids and Hydrazides via Dual Oxidation
title_short Copper-Catalyzed One-Pot Synthesis of 2,5-Disubstituted 1,3,4-Oxadiazoles from Arylacetic Acids and Hydrazides via Dual Oxidation
title_sort copper-catalyzed one-pot synthesis of 2,5-disubstituted 1,3,4-oxadiazoles from arylacetic acids and hydrazides via dual oxidation
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9366783/
https://www.ncbi.nlm.nih.gov/pubmed/35967030
http://dx.doi.org/10.1021/acsomega.2c01586
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