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钌催化1-萘酚与CF-亚胺基锍叶立德的羟基导向选择性C-H活化和环化反应合成2-(三氟甲基)-2,3-二氢苯并[]色烯-2-胺

Ruthenium-Catalyzed Hydroxyl-Directed -Selective C-H Activation and Annulation of 1-Naphthols with CF-Imidoyl Sulfoxonium Ylides for the Synthesis of 2-(Trifluoromethyl)-2,3-dihydrobenzo[]chromen-2-amines.

作者信息

Yang Zuguang, Tang Jianhua, Chen Zhengkai, Wu Xiao-Feng

机构信息

Department of Chemistry, Key Laboratory of Surface and Interface Science of Polymer Materials of Zhejiang Province, Zhejiang Sci-Tech University, Hangzhou, Zhejiang 310018, China.

Dalian National Laboratory for Clean Energy, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian, Liaoning 116023, China.

出版信息

Org Lett. 2022 Oct 14;24(40):7288-7293. doi: 10.1021/acs.orglett.2c02685. Epub 2022 Oct 4.

DOI:10.1021/acs.orglett.2c02685
PMID:36194465
Abstract

A ruthenium-catalyzed -selective C-H activation and annulation of 1-naphthols with CF-substituted imidoyl sulfoxonium ylides that uses hydroxyl as a weakly coordinating directing group is disclosed. The strategy provides a facile and practical route to diverse trifluoromethyl-containing 2,3-dihydrobenzo[]chromen-2-amines with high efficiency. Notable advantages of this protocol include readily available materials, excellent regioselectivity, good functional group compatibility, and scalability.

摘要

公开了一种钌催化的、以羟基作为弱配位导向基团的1-萘酚与CF-取代的亚胺基硫鎓叶立德的 -选择性C-H活化和环化反应。该策略提供了一条简便实用的路线,能够高效地合成各种含三氟甲基的2,3-二氢苯并[]色烯-2-胺。该方法的显著优点包括原料易得、区域选择性优异、官能团兼容性好以及可扩展性强。

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