Facile syntheses of 3-halo and mixed 3,5-dihalo analogues of N-acetyl-L-tyrosine via sulfonic acid-catalysed regioselective monohalogenation

被引：22

作者：

Bovonsombat, Pakorn ^{[1
]}

Khanthapura, Pratheep ^{[1
]}

Krause, Michael M. ^{[1
]}

Leykajarakul, Juthamard ^{[1
]}

机构：

[1] Mahidol Univ Int Coll, Nakhon Pathom 73170, Thailand

来源：

TETRAHEDRON LETTERS | 2008年 / 49卷 / 49期

关键词：

D O I：

10.1016/j.tetlet.2008.09.123

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The combination of catalytic amounts of p-toluenesulfonic acid and 1 equiv of N-halosuccinimide afforded highly selective ring-halogenation of N-acetyl-L-tyrosine, furnishing either N-acetyl-3-halo-L-tyrosine analogues or mixed 3,5-dihalo derivatives in a one-pot reaction with excellent yields at room temperature. (C) 2008 Elsevier Ltd. All rights reserved.

引用

页码：7008 / 7011

页数：4