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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 40, 2010 - Issue 10
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Original Articles

Synthesis of 2-Arylethylamines by the Curtius Rearrangement

Matthias Schulze Department of Pharmacology and Toxicology, College of Pharmacy, University of Arizona, Tucson, Arizona, USACorrespondence[email protected]
Pages 1461-1476 | Received 15 Apr 2009, Published online: 23 Apr 2010
 
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Abstract

2-Arylethylamine derivatives were synthesized using the Curtius reaction and with three different methods of preparing the acyl azide functional group. Carbamates derived from isocyanate were convenient protecting groups for alkylation of amines. Starting from benzaldehyde, amphetamine was prepared in three steps through an oxazolidin-2-one intermediate in 62% overall yield.

ACKNOWLEDGMENT

The financial support of the National Institute on Drug Abuse is gratefully acknowledged.

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