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
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
收藏
页码:7008 / 7011
页数:4
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