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溴化锌/过氧单硫酸盐介导的 -(3-苯基丙-2-炔-1-基)苯胺的环化反应

ZnBr/Oxone-mediated -cyclization of -(3-phenylprop-2-yn-1-yl)aniline.

作者信息

Huang Keke, Li Jia-Ni, Qiu Guanyinsheng, Xie Wenlin, Liu Jin-Biao

机构信息

School of Metallurgical and Chemical Engineering, Jiangxi University of Science and Technology 86 Hongqi Road Ganzhou 341000 China

College of Biological, Chemical Science and Engineering, Jiaxing University 118 Jiahang Road Jiaxing 314001 China

出版信息

RSC Adv. 2019 Oct 17;9(57):33460-33464. doi: 10.1039/c9ra06646b. eCollection 2019 Oct 15.

DOI:10.1039/c9ra06646b
PMID:35529126
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9073544/
Abstract

In this work, a selective synthetic strategy towards 1-azaspiro[4.5]deca-3,6,9-trien-8-ones from -tosyl--(prop-2-yn-1-yl)aniline is developed. The transformation proceeds smoothly in a mixed solvent including acetonitrile and water when ZnBr and Oxone are employed. Mechanism studies show that the reaction proceeds in a regioselective manner a radical -cyclization pathway.

摘要

在这项工作中,开发了一种从对甲苯磺酰基-(丙-2-炔-1-基)苯胺选择性合成1-氮杂螺[4.5]癸-3,6,9-三烯-8-酮的策略。当使用溴化锌和过氧单磺酸钾时,该转化在包括乙腈和水的混合溶剂中顺利进行。机理研究表明,该反应以区域选择性方式进行——通过自由基环化途径。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/efed/9073544/cc0db749fb2c/c9ra06646b-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/efed/9073544/4c7f1f91c958/c9ra06646b-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/efed/9073544/cc0db749fb2c/c9ra06646b-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/efed/9073544/4c7f1f91c958/c9ra06646b-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/efed/9073544/cc0db749fb2c/c9ra06646b-s2.jpg

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