Synthesis of Functionalized Spiroaziridine-oxindoles from 3-Ylideneoxindoles: An Easy Route to 3-(Aminoalkyl)oxindoles

被引:24
作者
Ammetto, I. [1 ]
Gasperi, T. [2 ]
Loreto, M. Antonietta [1 ,3 ]
Migliorini, A. [1 ,3 ]
Palmarelli, F. [1 ]
Tardella, P. Antonio [1 ]
机构
[1] Univ Roma La Sapienza, Dipartimento Chim, I-00185 Rome, Italy
[2] Univ Roma Tre, Dipartimento Ingn Meccan & Ind, I-00146 Rome, Italy
[3] Univ Roma La Sapienza, Ist Chim Biomol, I-00185 Rome, Italy
关键词
Aziridination; Spiro compounds; Nitrogen heterocycles; BIOLOGICAL-ACTIVITIES; GAMMA-BUTYROLACTONES; INHIBITORS; SPIROHETEROCYCLES; (-)-HORSFILINE; AZIRIDINES; DERIVATIVES; FACILE; (-)-SPIROTRYPROSTATIN-B; HETEROCYCLIZATION;
D O I
10.1002/ejoc.200900891
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Novel potentially bioactive spiroaziridine-oxindoles have been prepared by treatment of easily accessible 3-ylidene-oxindoles with N-{[(4-nitrophenyl)sulfonyl]oxy}carbamate (NsONHCO(2)Et) in the presence of CaO. These compounds gave new 3-(aminoalkyl)oxindole derivatives through easy and regioselective reductive aziridine ring-opening reactions. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)
引用
收藏
页码:6189 / 6197
页数:9
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