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Synthesis of Oxindole-Appended Allyl Amines and Vinyl Aziridines via InCl3/ArSH-Mediated Ring Opening of Vinyl Aziridines and Sulfur Ylide Aziridination

  作者 LINGAM KANDAPALAM ARUN PRASATH; SHANMUGAM PONNUSAMY; MANDAL ASIT BARAN  
  选自 期刊  SYNLETT;  卷期  2012年-20;  页码  2903-2908  
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[摘要]A short and efficient synthesis of oxindole-appended allyl amines and 3-vinylaziridine-2-oxindoles have been accomplished in good yield via InCl3/ArSH-mediated ring opening of 3-vinylaziridine-2-oxindoles and sulfur ylide aziridination, respectively. The sulfur ylide was generated in situ from the bromo isomerized Morita-Baylis-Hillman adduct of isatin with N-tosyl imines and tetrahydrothiophene under basic conditions.

 
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