Aryne‐Enabled C−N Arylation of Anilines

Author:

Sephton Thomas1ORCID,Charitou Anastasios1ORCID,Trujillo Cristina1ORCID,Large Jonathan M.2,Butterworth Sam3ORCID,Greaney Michael F.1ORCID

Affiliation:

1. School of Chemistry University of Manchester Manchester M13 9PL UK

2. LifeArc, Accelerator Building Open Innovation Campus Stevenage SG1 2FX UK

3. Division of Pharmacy and Optometry, School of Health Sciences, Manchester Academic Health Sciences Centre University of Manchester Manchester M13 9PL UK

Abstract

AbstractAnilines are potentially high‐value arylating agents, but are limited by the low reactivity of the strong C−N bond. We show that the reactive intermediate benzyne can be used to both activate anilines, and set‐up an aryl transfer reaction in a single step. The reaction does not require any transition metal catalysts or stoichiometric organometallics, and establishes a metal‐free route to valuable biaryl products by functionalizing the aniline C−N bond.

Funder

Engineering and Physical Sciences Research Council

Publisher

Wiley

Subject

General Chemistry,Catalysis

Reference68 articles.

1. Chemische Untersuchung der organischen Basen im Steinkohlen-Theeröl

2. The formative role of aniline in the chemicals industry is encapsulated by the name of BASF Badische Anilin- und Sodafabrik currently the largest chemical producer in the world.

3. For a recent alternative to diazonium methods for C−X bond formation using pyrilium salts see:

4. Selective Functionalization of Aminoheterocycles by a Pyrylium Salt

5. Deaminative chlorination of aminoheterocycles

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