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

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