Synthesis of 2-Arylethylamines by the Curtius Rearrangement

被引：12
|
作者：
Schulze, Matthias [1 ]
机构：
[1] Univ Arizona, Coll Pharm, Dept Pharmacol & Toxicol, Tucson, AZ 85721 USA
来源：
SYNTHETIC COMMUNICATIONS | 2010年 / 40卷 / 10期
关键词：
Curtius rearrangement; isocyanate; oxazolidin-2-one; potassium tert-butoxide; CARBOXYLIC-ACID; STEREOSELECTIVE-SYNTHESIS; NMR-SPECTRA; BOC GROUP; SCALE-UP; ALDEHYDES; DERIVATIVES; ALCOHOLS; DEPROTECTION; CONSTITUENTS;
D O I：
10.1080/00397910903097302
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
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.
引用
收藏
页码：1461 / 1476
页数：16
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