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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...
Autores principales: | , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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The Royal Society of Chemistry
2021
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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. |
format | Online Article Text |
id | pubmed-9041726 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
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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