SYNTHESIS OF ALPHA-AZIDO AND ALPHA-AMINO AMIDES FROM N-[(METHYLSULFONYL)OXY] AMIDES

被引:18
作者
HOFFMAN, RV
NAYYAR, NK
CHEN, WT
机构
[1] Department of Chemistry and Biochemistry, New Mexico State University, Las Cruces
关键词
D O I
10.1021/jo00061a004
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Effective new syntheses of 2-azido amides and 2-amino amides from N-(mesyloxy) amides 1 have been developed. 2-Azido amides are produced by treating 1 with sodium azide in the presence of 15-crown-5. 2-Amino amides result from the reaction of 1 with various amines. Regiochemical control in the preparation of 2-amino amides is possible by modulating the amine nucleophilicity by steric bulk.
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页码:2355 / 2359
页数:5
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