Cyclization of deprotonated 2-phenyl-1-tosylaziridine. A surprising example of an intramolecular nucleophilic aromatic addition

  • Breternitz H
  • Schaumann E
  • Adiwidjaja G
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Abstract

Deprotonation of 2-phenyl-1-tosylaziridine 1 with butyl lithium gives an anion that cyclizes to 4 by an intramolecular nucleophilic aromatic addition. Treatment of derivatives 5, 6 with a Grignard reagent produces aziridines 10, 11. © 1991.

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Authors

  • Hans Joachim Breternitz

  • Ernst Schaumann

  • Gunadi Adiwidjaja

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