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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 54, 2024 - Issue 9
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Articles

KHSO4 promoted practical synthesis of quinazolin-4(3H)-ones and benzothiadiazine 1,1-dioxides

Jiecheng Zhenga Department of Medicinal Chemistry, College of Pharmacy, Chongqing Medical University, Chongqing, PR ChinaView further author information
,
Feng Gonga Department of Medicinal Chemistry, College of Pharmacy, Chongqing Medical University, Chongqing, PR ChinaView further author information
,
Wei Wangb Chongqing Fuling Institute for Food and Drug Control, Chongqing, PR ChinaView further author information
,
Yue Wua Department of Medicinal Chemistry, College of Pharmacy, Chongqing Medical University, Chongqing, PR ChinaView further author information
,
Dezhang Zhaoa Department of Medicinal Chemistry, College of Pharmacy, Chongqing Medical University, Chongqing, PR ChinaView further author information
,
Tianyuan Zhanga Department of Medicinal Chemistry, College of Pharmacy, Chongqing Medical University, Chongqing, PR ChinaView further author information
,
WenWen Yangc Department of Ophthalmology, Chongqing University Center Hospital, Chongqing Fourth People’s Hospital, Chongqing, PR ChinaCorrespondence[email protected]
View further author information
&
Zongjie Gana Department of Medicinal Chemistry, College of Pharmacy, Chongqing Medical University, Chongqing, PR ChinaCorrespondence[email protected]
View further author information
 show all
Pages 758-768 | Received 11 Feb 2024, Published online: 04 Apr 2024
 
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Abstract

A broad scope of quinazolin-4(3H)-ones or benzothiadiazine 1,1-dioxides was obtained via a transition-metal free and convenient method. This approach involving KHSO4 promoted cyclization and dehydration between diverse functionalized 2-aminobenzamides or 2-aminobenzenesulfonamides and N, N-dimethylformamide derivatives. The protocol offers moderate to excellent yields (45%-93%) under mild condition in a short of reaction time of 6 hours. The use of an environment-friendly and less expensive catalyst KHSO4 also makes this protocol more attractive.

Graphical Abstract

Acknowledgements

We appreciate the financial support from the National Natural Science Foundation of China (No. 21907013), Chongqing Talents project (No. cstc2024ycjh-bgzxm0130) and CQMU Program for Youth Innovation in Future Medicine (W0152).

Additional information

Funding

Financial support from the National Natural Science Foundation of China (No. 21907013), Chongqing Talents project (No. cstc2024ycjh-bgzxm0130) and CQMU Program for Youth Innovation in Future Medicine (W0152).

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