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钌(II)催化吲哚 C7 位 C-H 酰胺化反应:二噁唑酮作为酰胺化试剂的应用:7-氨基吲哚骨架的合成。

Ru(II)-Catalyzed C-H Amidation of Indoline at the C7-Position Using Dioxazolone as an Amidating Agent: Synthesis of 7-Amino Indoline Scaffold.

机构信息

Department of Organic Chemistry, Indian Institute of Science , Bangalore, Karnataka 560012, India.

出版信息

J Org Chem. 2017 Dec 15;82(24):13405-13413. doi: 10.1021/acs.joc.7b02500. Epub 2017 Nov 28.

Abstract

The Ru(II)-catalyzed C-H amidation of indoline at the C7-position en route for synthesizing the 7-amino indole scaffold has been achieved by using dioxazolone, which is an environmentally benign amidating reagent. This protocol paves the way for synthesizing a variety of 7-amino indole derivatives in excellent yields at ambient reaction conditions. The readily cleavable amide group has been utilized as a directing group for the amidation. The derivatives of 7-amino indole are synthetically useful for accessing a variety of natural products, drug molecules, and biologically active compounds.

摘要

通过使用二恶唑酮,实现了 Ru(II)催化吲哚啉 C7-位的 C-H 酰胺化反应,从而构建 7-氨基吲哚骨架。二恶唑酮是一种环境友好的酰胺化试剂。该方案为在环境反应条件下以优异的收率合成各种 7-氨基吲哚衍生物铺平了道路。易于裂解的酰胺基团被用作酰胺化的导向基团。7-氨基吲哚的衍生物对于合成各种天然产物、药物分子和生物活性化合物是非常有用的。

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