Switchable Site-Selective Benzanilide C(sp2)-H Bromination via Promoter Regulation

Author:

Sun Yonghui1ORCID,He Qiyu1ORCID,Lv Xucheng1ORCID,Zhang Naizhen1ORCID,Yan Wei1,Sun Jianghui1,Zhuang Lili1

Affiliation:

1. State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Beijing Key Laboratory of Active Substances Discovery and Druggability Evaluation, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, China

Abstract

Regioselective benzanilide bromination that generates either regioisomer from the same starting material is desirable. Herein, we develop switchable site-selective C(sp2)-H bromination by promoter regulation. This protocol leads to regiodivergent brominated benzanilide starting from the single substrate via selection of promoters. The protocol demonstrates excellent regioselectivity and good tolerance of functional groups with high yields. The utility effectiveness of this method has been well exemplified in the late-stage modification of biologically important molecules.

Funder

Non-profit Central Research Institute Fund of Chinese Academy of Medical Sciences

Publisher

MDPI AG

Reference47 articles.

1. Dudkin, V., Fraley, M., Wang, C., and Steen, J. (2010). Aminobenzotriazole Derivatives. (2010/114726), WO.

2. Wang, Q., Guo, J., Wang, Z., Liu, Y., Song, H., and Li, Y. (2021). Preparation of Trifluoromethylthiotryptamine Derivative and Their Application in Controlling Plant Virus and Fungicides. (113024562), CN.

3. Usui, S., Oyama, K., Araki, K., Ushie, M., and Fukuchi, T. (2016). Novel 4-Pyridinecarboxamide Derivative and Agricultural and Horticultural Agents Containing Same as Active Ingredient. (2016/175017), WO.

4. A Propeptide-based Biosensor For The Selective Detection of Vibrio Cholerae Using an Environment-sensitive Fluorophore;Koolik;Cell Chem. Biol.,2022

5. Diversity-oriented Synthesis as a Tool for Identifying New Modulators of Mitosis;Ibbeson;Nat. Commun.,2014

同舟云学术

1.学者识别学者识别

2.学术分析学术分析

3.人才评估人才评估

"同舟云学术"是以全球学者为主线,采集、加工和组织学术论文而形成的新型学术文献查询和分析系统,可以对全球学者进行文献检索和人才价值评估。用户可以通过关注某些学科领域的顶尖人物而持续追踪该领域的学科进展和研究前沿。经过近期的数据扩容,当前同舟云学术共收录了国内外主流学术期刊6万余种,收集的期刊论文及会议论文总量共计约1.5亿篇,并以每天添加12000余篇中外论文的速度递增。我们也可以为用户提供个性化、定制化的学者数据。欢迎来电咨询!咨询电话:010-8811{复制后删除}0370

www.globalauthorid.com

TOP

Copyright © 2019-2024 北京同舟云网络信息技术有限公司
京公网安备11010802033243号  京ICP备18003416号-3