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六氯环三磷腈(HCCP)介导的喹唑啉-4(3H)-酮的硫醚和醚的直接形成。

Hexachlorocyclotriphosphazene (HCCP)-mediated direct formation of thioethers and ethers from quinazolin-4(3H)-ones.

机构信息

State Key Laboratory Breeding Base of Green Chemistry-Synthesis Technology, College of Chemical Engineering and Materials Science, Zhejiang University of Technology, Hangzhou 310014, China.

出版信息

Molecules. 2013 May 15;18(5):5580-93. doi: 10.3390/molecules18055580.

Abstract

A hexachlorocyclotriphosphazene (HCCP)-mediated direct formation of quinazoline (thio)ethers from quinazolin-4(3H)-ones has been developed. Treatment of quinazolin-4(3H)-ones with HCCP, diisopropylethylamine (DIPEA), and thiophenols resulted in formation of the corresponding 4-arylthioquinazoline derivatives in moderate to excellent yields. This method has also been utilized to prepare 4-aryloxyquinazoline and 4-alkoxyquinazoline derivatives using phenols and sodium alkoxides as the nucleophiles.

摘要

六氯环三磷腈(HCCP)介导的喹唑啉-4(3H)-酮直接形成喹唑啉(硫)醚已被开发。喹唑啉-4(3H)-酮与 HCCP、二异丙基乙胺(DIPEA)和苯硫酚反应,以中等至优异的产率生成相应的 4-芳基硫代喹唑啉衍生物。该方法还可用于使用酚和醇盐作为亲核试剂制备 4-芳氧基喹唑啉和 4-烷氧基喹唑啉衍生物。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2986/6269698/88019f93f2f2/molecules-18-05580-g001.jpg

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