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钯催化通过C(sp)-H/NH活化合成糖稠合二氢吲哚。

Palladium catalyzed synthesis of sugar-fused indolines via C(sp)-H/NH activation.

作者信息

Verma Ashish Kumar, Chennaiah Ande, Dubbu Sateesh, Vankar Yashwant D

机构信息

Department of Chemistry, Indian Institute of Technology Kanpur, Kanpur, 208016, India.

Department of Chemistry, Indian Institute of Technology Kanpur, Kanpur, 208016, India.

出版信息

Carbohydr Res. 2019 Feb 1;473:57-65. doi: 10.1016/j.carres.2018.12.015. Epub 2019 Jan 4.

Abstract

A simple Pd(OAc) catalyzed strategy for the synthesis of sugar-fused indolines from 2-N-oxalylamido-2-deoxy-C-aryl glycosides is reported by utilizing N-oxalylamido group as an auxiliary via C(sp)-H/NH Activation. The reaction is successfully applied on glucose as well as galactose derived differently substituted 2-N-oxalylamido-2-deoxy-C-aryl glycosides to give sugar-fused indolines in moderate to good yields. The utility of this strategy in the synthesis of sugar-fused indoles is also described.

摘要

报道了一种简单的钯(II)醋酸盐催化策略,该策略通过C(sp)-H/NH活化利用N-草酰氨基作为助剂,从2-N-草酰氨基-2-脱氧-C-芳基糖苷合成糖稠合二氢吲哚。该反应成功应用于葡萄糖以及半乳糖衍生的不同取代的2-N-草酰氨基-2-脱氧-C-芳基糖苷,以中等至良好的产率得到糖稠合二氢吲哚。还描述了该策略在糖稠合吲哚合成中的应用。

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