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Synthesis of Functionalized Spiroaziridine‐oxindoles from 3‐Ylideneoxindoles: An Easy Route to 3‐(Aminoalkyl)oxindoles
Author(s) -
Ammetto I.,
Gasperi T.,
Loreto M. Antonietta,
Migliorini A.,
Palmarelli F.,
Tardella P. Antonio
Publication year - 2009
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200900891
Subject(s) - chemistry , aziridine , oxindole , regioselectivity , carbamate , sulfonyl , ring (chemistry) , combinatorial chemistry , stereochemistry , organic chemistry , catalysis , alkyl
Novel potentially bioactive spiroaziridine‐oxindoles have been prepared by treatment of easily accessible 3‐ylideneoxindoles 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.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)