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通过三组分苯并环化反应进行杂环导向的-杂芳基苯胺的合成。

Heterocycle-guided synthesis of -hetarylanilines via three-component benzannulation.

作者信息

Galeev Andrey R, Dmitriev Maksim V, Novikov Alexander S, Maslivets Andrey N

机构信息

Department of Chemistry, Perm State University, ul. Bukireva 15, Perm, 614990, Russian Federation.

Institute of Chemistry, Saint Petersburg State University, Universitetskaya Nab., 7/9, Saint Petersburg, 199034, Russian Federation.

出版信息

Beilstein J Org Chem. 2024 Sep 2;20:2208-2216. doi: 10.3762/bjoc.20.188. eCollection 2024.

Abstract

A one-pot three-component synthesis of substituted -hetarylanilines from heterocycle-substituted 1,3-diketones has been developed. The electron-withdrawing power of the heterocyclic substituent (which can be estimated on the basis of calculated Hammett constants) in the 1,3-diketone plays a pivotal role in the studied reaction. The series of -hetarylanilines prepared (21-85% isolated yield) demonstrates the synthetic utility of the developed method.

摘要

已开发出一种从杂环取代的1,3 - 二酮一锅法合成取代杂芳基苯胺的三组分反应。1,3 - 二酮中杂环取代基的吸电子能力(可根据计算得到的哈米特常数估算)在该反应中起关键作用。所制备的一系列杂芳基苯胺(分离产率为21 - 85%)证明了该方法的合成实用性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5cff/11403807/263e69ce5722/Beilstein_J_Org_Chem-20-2208-g002.jpg

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