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Literature DB >> 27753444

Transition-metal-free oxidative C5 C-H-halogenation of 8-aminoquinoline amides using sodium halides.

Ying Wang¹, Yang Wang¹, Kai Jiang¹, Qian Zhang², Dong Li¹.

Abstract

A simple and efficient transition-metal-free oxidative halogenation (Cl, Br) of the C5 C-H bond of 8-aminoquinoline amides has been developed. This method employed low-cost and innoxious sodium halides as halogenation reagents and oxone as an oxidant. The reactions demonstrated air and moisture tolerance, and good functional group compatibility, giving highly selective C5-halogenated products in good to excellent yields.

Entities: Chemical

Year: 2016 PMID： 27753444 DOI： 10.1039/c6ob02079h

Source DB: PubMed Journal: Org Biomol Chem ISSN： 1477-0520 Impact factor: 3.876

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Cited

5 in total

1. An efficient nickel/silver co-catalyzed remote C-H amination of 8-aminoquinolines with azodicarboxylates at room temperature.

Authors: Ruinan Zhao; Yaocheng Yang; Xia Wang; Peng Ren; Qian Zhang; Dong Li
Journal: RSC Adv Date: 2018-11-05 Impact factor: 4.036

2. Transition-metal-free regioselective C-H halogenation of imidazo[1,2-a]pyridines: sodium chlorite/bromite as the halogen source.

Authors: Junxuan Li; Jiayi Tang; Yuanheng Wu; Qiuxing He; Yue Yu
Journal: RSC Adv Date: 2018-02-01 Impact factor: 4.036

Transition-metal-free oxidative C5 C-H-halogenation of 8-aminoquinoline amides using sodium halides.

1. An efficient nickel/silver co-catalyzed remote C-H amination of 8-aminoquinolines with azodicarboxylates at room temperature.

2. Transition-metal-free regioselective C-H halogenation of imidazo[1,2-a]pyridines: sodium chlorite/bromite as the halogen source.

3. A general method for the metal-free, regioselective, remote C-H halogenation of 8-substituted quinolines.

4. Iron(III)-Catalyzed Highly Regioselective Halogenation of 8-Amidoquinolines in Water.

5. Ultrasound-promoted synthesis of 2-organoselanyl-naphthalenes using Oxone^® in aqueous medium as an oxidizing agent.

Transition-metal-free oxidative C5 C-H-halogenation of 8-aminoquinoline amides using sodium halides.

1. An efficient nickel/silver co-catalyzed remote C-H amination of 8-aminoquinolines with azodicarboxylates at room temperature.

2. Transition-metal-free regioselective C-H halogenation of imidazo[1,2-a]pyridines: sodium chlorite/bromite as the halogen source.

3. A general method for the metal-free, regioselective, remote C-H halogenation of 8-substituted quinolines.

4. Iron(III)-Catalyzed Highly Regioselective Halogenation of 8-Amidoquinolines in Water.

5. Ultrasound-promoted synthesis of 2-organoselanyl-naphthalenes using Oxone® in aqueous medium as an oxidizing agent.

5. Ultrasound-promoted synthesis of 2-organoselanyl-naphthalenes using Oxone^® in aqueous medium as an oxidizing agent.