O-Cyclopropyl hydroxylamines: gram-scale synthesis and utility as precursors for N-heterocycles

Kaitlyn Lovato1, Urmibhusan Bhakta1, Yi Pin Ng2

  • 1Department of Chemistry, Rice University, Bioscience Research Collaborative Houston, TX 77005, USA. kurti.laszlo@rice.edu.

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Direct alkylation is not a suitable method for synthesizing amines because it produces polyalkylated products. Gabriel synthesis is the most preferred method to exclusively make primary amines. The method uses phthalimide, which contains a protected form of nitrogen that participates in alkylation only once to predominantly give primary amines.
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Amides are synthesized by treating carboxylic acids with amines in the presence of dehydrating agents like dicyclohexylcarbodiimide (DCC).
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