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Electro-oxidative cyclization: access to quinazolinones via K(2)S(2)O(8) without transition metal catalyst and base

A K(2)S(2)O(8)-promoted oxidative tandem cyclization of primary alcohols with 2-aminobenzamides to synthesize quinazolinones was successfully achieved under undivided electrolytic conditions without a transition metal and base. The key feature of this protocol is the utilization of K(2)S(2)O(8) as a...

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Detalles Bibliográficos
Autores principales: Hu, Yongzhi, Hou, Huiqing, Yu, Ling, Zhou, Sunying, Wu, Xianghua, Sun, Weiming, Ke, Fang
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9041726/
https://www.ncbi.nlm.nih.gov/pubmed/35496883
http://dx.doi.org/10.1039/d1ra05092c
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author Hu, Yongzhi
Hou, Huiqing
Yu, Ling
Zhou, Sunying
Wu, Xianghua
Sun, Weiming
Ke, Fang
author_facet Hu, Yongzhi
Hou, Huiqing
Yu, Ling
Zhou, Sunying
Wu, Xianghua
Sun, Weiming
Ke, Fang
author_sort Hu, Yongzhi
collection PubMed
description A K(2)S(2)O(8)-promoted oxidative tandem cyclization of primary alcohols with 2-aminobenzamides to synthesize quinazolinones was successfully achieved under undivided electrolytic conditions without a transition metal and base. The key feature of this protocol is the utilization of K(2)S(2)O(8) as an inexpensive and easy-to-handle radical surrogate that can effectively promote the reaction via a simple procedure, leading to the formation of nitrogen heterocycles via direct oxidative cyclization at room temperature in a one-pot procedure under constant current. Owing to the use of continuous-flow electrochemical setups, this green, mild and practical electrosynthesis features high efficiency and excellent functional group tolerance and is easy to scale up.
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spelling pubmed-90417262022-04-28 Electro-oxidative cyclization: access to quinazolinones via K(2)S(2)O(8) without transition metal catalyst and base Hu, Yongzhi Hou, Huiqing Yu, Ling Zhou, Sunying Wu, Xianghua Sun, Weiming Ke, Fang RSC Adv Chemistry A K(2)S(2)O(8)-promoted oxidative tandem cyclization of primary alcohols with 2-aminobenzamides to synthesize quinazolinones was successfully achieved under undivided electrolytic conditions without a transition metal and base. The key feature of this protocol is the utilization of K(2)S(2)O(8) as an inexpensive and easy-to-handle radical surrogate that can effectively promote the reaction via a simple procedure, leading to the formation of nitrogen heterocycles via direct oxidative cyclization at room temperature in a one-pot procedure under constant current. Owing to the use of continuous-flow electrochemical setups, this green, mild and practical electrosynthesis features high efficiency and excellent functional group tolerance and is easy to scale up. The Royal Society of Chemistry 2021-09-24 /pmc/articles/PMC9041726/ /pubmed/35496883 http://dx.doi.org/10.1039/d1ra05092c Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Hu, Yongzhi
Hou, Huiqing
Yu, Ling
Zhou, Sunying
Wu, Xianghua
Sun, Weiming
Ke, Fang
Electro-oxidative cyclization: access to quinazolinones via K(2)S(2)O(8) without transition metal catalyst and base
title Electro-oxidative cyclization: access to quinazolinones via K(2)S(2)O(8) without transition metal catalyst and base
title_full Electro-oxidative cyclization: access to quinazolinones via K(2)S(2)O(8) without transition metal catalyst and base
title_fullStr Electro-oxidative cyclization: access to quinazolinones via K(2)S(2)O(8) without transition metal catalyst and base
title_full_unstemmed Electro-oxidative cyclization: access to quinazolinones via K(2)S(2)O(8) without transition metal catalyst and base
title_short Electro-oxidative cyclization: access to quinazolinones via K(2)S(2)O(8) without transition metal catalyst and base
title_sort electro-oxidative cyclization: access to quinazolinones via k(2)s(2)o(8) without transition metal catalyst and base
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9041726/
https://www.ncbi.nlm.nih.gov/pubmed/35496883
http://dx.doi.org/10.1039/d1ra05092c
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