Tetrahedron letters

Hypervalent iodine oxidation of amines using iodosobenzene: Synthesis of nitriles, ketones and lactams

…, RK Vaid, MP Duncan, M Ochiai, M Inenaga, Y Nagao

Index: Moriarty, Robert M.; Vaid, Radhe K.; Duncan, Michael P.; Ochiai, Masahito; Inenaga, Minako; Nagao, Yoshimitsu Tetrahedron Letters, 1988 , vol. 29, # 52 p. 6913 - 6916

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Citation Number: 65

Abstract

Abstract Primary aliphatic amines on oxidation with iodosobenzene in CH 2 Cl 2 or H 2 O yield the corresponding nitriles, while primary cycloalkylamines give the corresponding cyclic ketones. Lactams are obtained by the oxidation of cyclic amines.(S)(−) Nicotine (Full- size image (< 1 K)