Copper-Catalyzed 8-Amido Chelation-Induced Remote C-H Amination of Quinolines

Chemistry : a European Journal
Harekrishna SahooMahiuddin Baidya

Abstract

A copper-catalyzed 8-amide chelation-induced remote C-H amination of quinolines has been developed. This direct amination with readily available azodicarboxylates proceeded with perfect C5-regioselectivity offering amino-substituted 8-aminoquinolines, important bioactive molecular scaffolds, in very high yields (up to 96%). A single-electron transfer (SET)-mediated mechanism with kH /kD =1.1 was proposed after trapping of the radical intermediate.

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Citations

Apr 7, 2018·Organic & Biomolecular Chemistry·Susmita Mondal, Alakananda Hajra
Nov 9, 2017·Organic & Biomolecular Chemistry·Supravat SamantaSubbarayappa Adimurthy
Aug 3, 2019·Organic & Biomolecular Chemistry·Xuri LiuBo Wang
Dec 19, 2019·Chemical Communications : Chem Comm·Jian LeiXiaolan Xie
Sep 24, 2020·Chemical Communications : Chem Comm·Wei-Yu ShiYong-Min Liang
Apr 29, 2016·Chemistry : a European Journal·Gianpiero Cera, Lutz Ackermann
Jun 12, 2020·Topics in Current Chemistry·Zhihui XuRenhua Qiu
Aug 7, 2018·The Journal of Organic Chemistry·Qing YuYunyun Liu
Aug 11, 2018·The Journal of Organic Chemistry·Susmita Mondal, Alakananda Hajra

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