Vinylogous Nitro-Haloform Reaction Enables Aromatic Amination

Autor:	Claudio Monasterolo, Mauro F. A. Adamo
Rok vydání:	2022
Předmět:	Organic Chemistry Physical and Theoretical Chemistry Biochemistry Catalysis Amination
Zdroj:	Organic Letters. 24:4729-4733
ISSN:	1523-7052 1523-7060
DOI:	10.1021/acs.orglett.2c01494
Popis:	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.
Databáze:	OpenAIRE
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