The Hofmann-Loffler reaction (also known as Loffler-Freytag reaction, Hofmann-Loffler-Freytag reaction, Loffler-Hofmann reaction, also Loffler's method) is a chemical reaction in which a cyclic amine 2 (pyrrolidine or, in few cases, piperidine) is formed by thermal or photochemical decomposition of N-halogenated amine 1 in the presence of a strong acid (concentrated sulfuric acid or concentrated CF3CO2H). The Hofmann-Loffler-Freytag reaction proceeds through an intramolecular hydrogen atom shift to a nitrogen-centered radical and is an illustration of a remote intramolecular free radical C-H functionalization.
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