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Vinylogous Nitro-Haloform Reaction Enables Aromatic Amination.

ABSTRACT: 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.

SUBMITTER: Monasterolo C

PROVIDER: S-EPMC9274776 | biostudies-literature |

REPOSITORIES: biostudies-literature

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