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Nickel-catalyzed amination of aryl sulfamates and carbamates using an air-stable precatalyst.

Organic letters (2012-08-02)
Liana Hie, Stephen D Ramgren, Tehetena Mesganaw, Neil K Garg
RESUMEN

A facile nickel-catalyzed method to achieve the amination of synthetically useful aryl sulfamates and carbamates is reported. Contrary to most Ni-catalyzed amination reactions, this user-friendly approach relies on an air-stable Ni(II) precatalyst, which, when employed with a mild reducing agent, efficiently delivers aminated products in good to excellent yields. The scope of the method is broad with respect to both coupling partners and includes heterocyclic substrates.

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Sigma-Aldrich
Ácido sulfámico, ACS reagent, 99.3%
Sigma-Aldrich
Ácido sulfámico, ReagentPlus®, ≥99%
Sigma-Aldrich
Ammonium sulfamate, ACS reagent, ≥98.0%
Sigma-Aldrich
Ácido sulfámico, reagent grade, 98%
Sigma-Aldrich
Ácido sulfámico, ≥99.5% (alkalimetric)
Sigma-Aldrich
Ácido sulfámico, 99.999% trace metals basis
Sigma-Aldrich
Ammonium sulfamate, BioXtra, ≥98.0%
Supelco
Ácido sulfámico, analytical standard (for acidimetry), ACS reagent