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苯并噻唑并嘧啶衍生物的温和高效合成:铜催化的叠氮-炔环加成/开环/环化反应

Mild and efficient synthesis of benzothiazolopyrimidine derivatives CuAAC/ring cleavage/cyclization reaction.

作者信息

Yang Weiguang, Luo Danyang, Li Guanrong, Hu Weigao, Zheng Jia, Chen Lanmei

机构信息

Key Laboratory of Big Data Mining and Precision Drug Design of Guangdong Medical University, The Marine Biomedical Research Institute, Guangdong Medical University Zhanjiang 524023 China

GuangDong Engineering Technology Research Center for the Development and Utilization of Mangrove Wetland Medicinal Resources, The Marine Biomedical Research Institute of Guangdong Zhanjiang Zhanjiang Guangdong 524023 China.

出版信息

RSC Adv. 2023 Jul 28;13(33):22966-22972. doi: 10.1039/d3ra04082h. eCollection 2023 Jul 26.

Abstract

An operationally mild and efficient synthesis of benzothiazolopyrimidine is achieved by a three-component reaction of 2-aminebenzo[]thiazoles, sulfonyl azides and terminal ynones. This cascade process involved a CuAAC/ring cleavage/cyclization reaction. Particularly, most of the benzothiazolopyrimidine derivatives could be isolated by filtration without further purification.

摘要

通过2-氨基苯并噻唑、磺酰叠氮化物和末端炔酮的三组分反应,实现了苯并噻唑并嘧啶的温和高效合成。该串联过程涉及铜催化的叠氮化物-炔烃环加成反应/环裂解/环化反应。特别地,大多数苯并噻唑并嘧啶衍生物可以通过过滤分离,无需进一步纯化。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f889/10377972/ad70b43cdbf1/d3ra04082h-f1.jpg

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