Tetrahedron Letters p. 6913 - 6916 (1988)
Update date:2022-09-26
Topics:
Moriarty, Robert M.
Vaid, Radhe K.
Duncan, Michael P.
Ochiai, Masahito
Inenaga, Minako
Nagao, Yoshimitsu
Primary aliphatic amines on oxidation with iodosobenzene in CH2Cl2 or H2O yield the corresponding nitriles, while primary cycloalkylamines give the corresponding cyclic ketones.Lactams are obtained by the oxidation of cyclic amines. (S)(-) Nicotine (15) is oxidized to (+/-)-cotinine (16).The intermediary imine involved in these processes was trapped in the case of piperidine as the α-aminonitrile.
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