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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 50, 2020 - Issue 3
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SYNTHETIC COMMUNICATIONS REVIEWS

TiCl4 mediated facile synthesis of 1,3,4-oxadiazoles and 1,3,4-thiadiazoles

Lin ZhangDepartment of Medicinal Chemistry, College of Pharmacy, Chongqing Medical University, Chongqing, People’s Republic of China; View further author information
,
Yu YuDepartment of Medicinal Chemistry, College of Pharmacy, Chongqing Medical University, Chongqing, People’s Republic of China; View further author information
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Qiang TangDepartment of Medicinal Chemistry, College of Pharmacy, Chongqing Medical University, Chongqing, People’s Republic of China; ;Chongqing Research Center for Pharmaceutical Engineering, Chongqing Medical University, Chongqing, People’s Republic of ChinaView further author information
,
Jianyong YuanDepartment of Medicinal Chemistry, College of Pharmacy, Chongqing Medical University, Chongqing, People’s Republic of China; ;Chongqing Research Center for Pharmaceutical Engineering, Chongqing Medical University, Chongqing, People’s Republic of ChinaView further author information
,
Dongzhi RanDepartment of Medicinal Chemistry, College of Pharmacy, Chongqing Medical University, Chongqing, People’s Republic of China; View further author information
,
Binghua TianDepartment of Medicinal Chemistry, College of Pharmacy, Chongqing Medical University, Chongqing, People’s Republic of China; View further author information
,
Tao PanDepartment of Medicinal Chemistry, College of Pharmacy, Chongqing Medical University, Chongqing, People’s Republic of China; View further author information
&
Zongjie GanDepartment of Medicinal Chemistry, College of Pharmacy, Chongqing Medical University, Chongqing, People’s Republic of China; ;Chongqing Research Center for Pharmaceutical Engineering, Chongqing Medical University, Chongqing, People’s Republic of ChinaCorrespondence[email protected]
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Pages 423-431 | Received 21 Oct 2019, Published online: 17 Dec 2019
 
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Abstract

An efficient method for the synthesis of 2,5-disubstituted 1,3,4-oxadiazoles and 1,3,4-thiadiazoles has been developed. Various hydrazides or thionyl hydrazides readily react with DMA derivatives in the presence of TiCl4 as a catalyst to afford the desired products. This protocol provides a simple and economical procedure that affords the target products with good yields and wide substrate scope.

GRAPHICAL ABSTRACT

Additional information

Funding

We appreciate the finical support from the National Natural Science Foundation of China [No. 21907013] and the Scientific and Technological Research Program of Chongqing Municipal Education Commission (KJQN20190043).

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