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.

引用

页码：6739 / 6742

页数：4

共 23 条

[21] Indium-mediated asymmetric barbier-type allylation of aldimines in alcoholic solvents: Synthesis of optically active homoallylic amines [J].