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Cycloaddition of N-Aryl-tert-butylketenimines to Both Nitrosobenzene and 2-Methyl-2-nitrosopropane
Moderhack, Dietrich,Stolz, Karsten
, p. 3411 - 3421 (2007/10/02)
Reactions of the ketenimines 1a, b with nitrosobenzene (2a) do not give the appropriate 1,2-oxazetidines such as 3Aa,b, but produce small amounts of the benzoxazoles 4a, b and the 1,4-benzoxazines 5Aa, b.However, from 1a-c and the nitrosoalkane 2b the analogous compounds 5Ba-c and/or 3Ba-c are formed (depending on conditions); mixtures of 1d-f and 2b afford 3Bd-f only.The heterocycles 4 and 5 are believed to arise through the intermediary cycloadduct 14/14'.
