Synthesis of Carbazolylamines through Brønsted Acid-Catalyzed Direct Electrophilic Aminations

IF 2.8 4区 化学 Q1 CHEMISTRY, ORGANIC Asian Journal of Organic Chemistry Pub Date : 2024-06-29 DOI:10.1002/ajoc.202400197
Zizhen Liu, Zhiguang Zhai, Daoshun Wu, Jianhe Wei, Zhen Yang, Prof. Dr. Jie Zhang, Prof. Dr. Lei Wang
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Abstract

A Brønsted acid catalyzed direct and dual C−H amination of carbazoles and indolocarbazoles with N-Ts iminoquinone acetal is reported. It is characterized that the mentioned C−H amination was determined by the selection of catalysts and the molar ratio of the starting materials. The efficiency of this protocol was showcased by diverse carbazolylamine and indolocarbazolylamine assemblies. The late-stage functionalization of a series of natural products fully illustrates the synthetic value of this methodology.

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通过布氏酸催化的直接亲电胺化合成咔唑胺
报告了一种在布氏酸催化下咔唑和吲哚咔唑与 N-Ts 亚氨基醌缩醛的直接和双重 C-H 氨化反应。催化剂的选择和起始原料的摩尔比决定了上述 C-H 氨化反应的特点。多种咔唑啉胺和吲哚咔唑啉胺的组装显示了该方法的效率。一系列天然产物的后期功能化充分说明了这一方法的合成价值。
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来源期刊
CiteScore
4.70
自引率
3.70%
发文量
372
期刊介绍: Organic chemistry is the fundamental science that stands at the heart of chemistry, biology, and materials science. Research in these areas is vigorous and truly international, with three major regions making almost equal contributions: America, Europe and Asia. Asia now has its own top international organic chemistry journal—the Asian Journal of Organic Chemistry (AsianJOC) The AsianJOC is designed to be a top-ranked international research journal and publishes primary research as well as critical secondary information from authors across the world. The journal covers organic chemistry in its entirety. Authors and readers come from academia, the chemical industry, and government laboratories.
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