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添加剂控制的吲哚和 4-苯并[][1,3]恶嗪衍生物的发散合成:钯催化的 2-炔基苯胺和苄基氯的羰基环化反应。

Additive-Controlled Divergent Synthesis of Indole and 4-Benzo[][1,3]oxazine Derivatives: Palladium-Catalyzed Carbonylative Cyclization of 2-Alkynylanilines and Benzyl Chlorides.

机构信息

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

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

出版信息

J Org Chem. 2022 Mar 4;87(5):3874-3882. doi: 10.1021/acs.joc.2c00006. Epub 2022 Feb 7.

Abstract

A palladium-catalyzed divergent carbonylative synthesis of indoles and 4-benzo[][1,3]oxazines from 2-alkynylanilines and benzyl chlorides with benzene-1,3,5-triyl triformate (TFBen) as the CO source has been developed. The reaction using AlCl as the additive produced various indoles in high yields, while a series of 4-benzo[][1,3]oxazines was achieved in moderate yields with AcOH as the additive.

摘要

钯催化的 2-炔基苯胺和氯化苄与三光气(TFBen)作为 CO 源的吲哚和 4-苯并[][1,3]恶嗪的发散羰基合成反应已经开发出来。使用 AlCl 作为添加剂的反应以高产率生成各种吲哚,而使用 AcOH 作为添加剂则以中等产率得到一系列 4-苯并[][1,3]恶嗪。

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