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Direct Primary Amination of Alkylmetals with NH-Oxaziridine

Nicole Erin Behnke1, Russell Kielawa1, Doo-Hyun Kwon2

  • 1Department of Chemistry , Rice University BioScience Research Collaborative , 6500 Main Street , Rm 380, Houston , Texas 77030 , United States.

Organic Letters
|December 12, 2018
PubMed

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Primary, secondary, and tertiary amines are compounds consisting of one, two, and three alkyl groups connected to the amino group (–NH2), respectively. As depicted in Figure 1, the common name of the primary amines is obtained by adding the suffix -amine to the alkyl substituent attached to the amino group as the corresponding alkylamine.
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Alkylation is one of the methods used to prepare amines. Direct alkylation of ammonia or a primary amine with an alkyl halide gives polyalkylated amines along with a quaternary ammonium salt through successive SN2 reactions. This process of making the quaternary salt through the direct alkylation method is called exhaustive alkylation.
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