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

DOI: 10.1016/S0040-4039(00)79650-X

Source and publish data:

Tetrahedron Letters p. 1299 - 1302 (1991)

Update date:2022-08-05

Topics:

Authors:

Breternitz

Schaumann

Adiwidjaja

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Article abstract of DOI:10.1016/S0040-4039(00)79650-X

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 Gringnard reagent produces aziridines 10, 11.

Full text of DOI:10.1016/S0040-4039(00)79650-X

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