Vinylogous nitro-haloform reaction enables aromatic amination
The first example of an aromatic haloform reaction is reported, defining a conceptually new haloform-type approach to the metal-free functionalization of arenes. We demonstrated that heteroarenes bearing a vinylogous nitromethane system, via the stage of a trichloromethane derivative, could undergo aromatic amination to produce N-functionalized arenes in quantitative yields and without the need for transition-metal catalysis. The haloform-type amination was implemented in the development of effective orthogonal N-protection strategies, establishing a new promising N-protecting reagent.
CommentsThe original article is available at https://pubs.acs.org/
Published CitationMonasterolo C, Adamo MFA. Vinylogous nitro-haloform reaction enables aromatic amination. Org Lett. 2022;24(26):4729-4733.
Publication Date28 June 2022
- Published Version (Version of Record)