A rate enhancement of tert-butoxycarbonylation of aromatic amines with Boc2O in alcoholic solvents

被引：53
作者：
Vilaivan, Tirayut [1 ]
机构：
[1] Chulalongkorn Univ, Fac Sci, Dept Chem, Res Inst Organ Synth, Bangkok 10330, Thailand
来源：
TETRAHEDRON LETTERS | 2006年 / 47卷 / 38期
关键词：
amine; Boc(2)O; protecting group;
D O I：
10.1016/j.tetlet.2006.07.097
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A rate enhancement of tert-butoxycarbonylation of aromatic amines by Boc(2)O in alcohols compared to aprotic solvents was demonstrated. Kinetic analysis by NMR suggested that the reaction in CD3OD was faster than in CDCl3 by a factor of 70. Reactions between Boc(2)O and various aliphatic and aromatic amines in ethanol provided the N-Boc derivatives in good to excellent yields in short reaction times. (c) 2006 Elsevier Ltd. All rights reserved.
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收藏
页码：6739 / 6742
页数：4
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