Tetrahedron Letters p. 2429 - 2432 (1991)
Update date:2022-08-03
Topics:
Hoffman, Robert V.
Salvador, James M.
A one-flask conversion of cyclic ketones to N-methyl lactams is described. Reaction of the ketone with triethylorthoformate generates an acetal which is reacted in situ with N-(((p-nitrobenzene)sulfonyl)oxy methylamine 2a(CH3NH-OSO2C6H4NO2). Dealkylation of the resulting O-ethyl imidate with sodium iodide gives the lactam. A variety of lactams, including macrocyclic lactams, are produced simply and in good yields.
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