The Journal of Organic Chemistry

Rearrangement of Some Piperidine N-Oxides to Hexahydro-1, 2-oxazepines1

LD Quin, FA Shelburne

Index: Quin,L.D.; Shelbourne,F.A. Journal of Organic Chemistry, 1965 , vol. 30, p. 3135 - 3138

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Citation Number: 19

Abstract

Pyrrolidine N-oxides bearing a 2-aryl substituent are known to rearrange with ring expansion to form tetrahydro-2H-1, 2-oxazines. Similar piperidine N-oxides have now been found to follow the same course, and for the kst time compounds with the hexahydro-l, 2- oxazepine ring system have been made available. The reactions were performed at 170'in dimethylacetamide and were accompanied by some loss of oxygen from the N-oxides. ...