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电氧化环化：无需过渡金属催化剂和碱即可合成喹唑啉酮KSO

Electro-oxidative cyclization: access to quinazolinones KSO without transition metal catalyst and base.

作者信息

Hu Yongzhi, Hou Huiqing, Yu Ling, Zhou Sunying, Wu Xianghua, Sun Weiming, Ke Fang

机构信息

Institute of Materia Medica, School of Pharmacy, Fujian Provincial Key Laboratory of Natural Medicine Pharmacology, Fujian Medical University Fuzhou 350004 China

College of Chemistry and Chemical Engineering, Xingtai University Xingtai 054001 P. R. China.

出版信息

RSC Adv. 2021 Sep 24;11(50):31650-31655. doi: 10.1039/d1ra05092c. eCollection 2021 Sep 21.

DOI:10.1039/d1ra05092c
PMID:35496883
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9041726/
Abstract

A KSO-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 KSO as an inexpensive and easy-to-handle radical surrogate that can effectively promote the reaction a simple procedure, leading to the formation of nitrogen heterocycles 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.

摘要

在无分隔电解条件下，无需过渡金属和碱，成功实现了KSO促进的伯醇与2-氨基苯甲酰胺的氧化串联环化反应以合成喹唑啉酮。该方法的关键特征是利用KSO作为廉价且易于操作的自由基替代物，其能有效地促进反应——一个简单的过程，在室温下通过恒流一锅法直接氧化环化形成氮杂环。由于使用了连续流动电化学装置，这种绿色、温和且实用的电合成具有高效率和出色的官能团耐受性，并且易于放大规模。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8269/9041726/bcc85cc668bc/d1ra05092c-f4.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8269/9041726/bcc85cc668bc/d1ra05092c-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8269/9041726/f596f2d3825e/d1ra05092c-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8269/9041726/537598e40fb2/d1ra05092c-s1.jpg
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