2-Chloro-2-nitrosofenchane (I, R = Me, R1 = H) rearranged in the presence of AlCl3 to give the chloro nitrones II (R = Me, R1 = H) and III, whereas 2-chloro-2-nitrosocamphane (I, R = H, R1 = Me) under similar conditions gave only II (R = H, R1 = Me). II and III reacted with common nucleophiles and were easily reduced to the amides IV [X, X1, R, R1 = CO, NH, H, Me (V); CO, NH, Me, H; NH, CO, Me, H (VI)]. V and VI are not accessible by Beckmann rearrangement of the appropriate oxime.
Bibliographical noteM1 - Copyright (C) 2018 American Chemical Society (ACS). All Rights Reserved.
CAPLUS AN 1985:95835(Journal)
- rearrangement chloronitrosofenchane chloronitrosocamphane
- azabicyclooctanone trimethyl
- fenchane chloronitroso rearrangement
- camphane chloronitroso rearrangement