Notable coordination effects of 2-pyridinesulfonamides leading to efficient aziridination and selective aziridine ring opening

被引:61
作者
Han, H
Bae, I
Yoo, EJ
Lee, J
Do, Y
Chang, S [1 ]
机构
[1] Korea Adv Inst Sci & Technol, Dept Chem, Ctr Mol Design & Synth, Taejon 305701, South Korea
[2] Korea Adv Inst Sci & Technol, Sch Mol Sci BK21, Taejon 305701, South Korea
关键词
D O I
10.1021/ol0481784
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We have developed, on the basis of a chelation-strategy, an efficient copper-catalyzed aziridination protocol with the use of 5-methyl-2-pyridinesulfonamide and Phl(OAc)(2). The reaction proceeds smoothly under mild conditions to give aziridines in moderate to good yields in the absence of external ligands or bases. The coordination-assisted approach offers the additional benefits that efficient deprotection of the N-substituent and selective aziridine ring-opening are effectively achieved.
引用
收藏
页码:4109 / 4112
页数:4
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