Selective C-N bond oxidation:: demethylation of N-methyl group in N-arylmethyl-N-methyl-α-amino esters utilizing N-iodosuccinimide (NIS)

被引:14
|
作者
Katoh, Takahiro [1 ]
Watanabe, Tsunefumi [1 ]
Nishitani, Mitsuyoshi [1 ]
Ozeki, Minoru [1 ]
Kajimoto, Tetsuya [1 ]
Node, Manabu [1 ]
机构
[1] Kyoto Pharmaceut Univ, Dept Pharmaceut Mfg Chem, COE Program, Yamashina Ku, Kyoto 6078418, Japan
关键词
D O I
10.1016/j.tetlet.2007.11.162
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Demethylation of N-methyl group in N-methyl-N-arylmethyl-alpha-amino esters was accomplished by the oxidation of the amino group using the N-iodosuccinimide (NIS)/acetonitrile system followed by treatment with O-methylhydroxylamine hydrochloride. This combination of reagents could provide a complementary method to catalytic hydrogenolysis, which certainly cleaves N-arylmethyl groups, in organic synthesis. (c) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:598 / 600
页数:3
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