A reaction of a Gringnard reagent and an aliphatic (syn) keto-oxime will yield an aziridine. Does anyone know if the same reaction will proceed on an aromatic compound or is there too much strain?
https://www.jstage.jst.go.jp/article/cl1972/12/10/12_10_1537/_pdf https://www.jstage.jst.go.jp/article/bcsj1926/36/11/36_11_1434/_pdf
the above link may help you
Thank you. The second link was on the money for the usual aziridine formation using acetophenone oxime.. My thesis in 1970 (which I never completed) was to see if the aziridine ring could attach to the aromatic carbon if the oxime was in a syn configuration. The anti configuration readily forms an aziridine on the aliphatic carbon. I've been wondering if it was ever done since.
You can check these papers
THE REACTION OF GRIGNARD REAGENTS WITH OXIMES. II. THE ACTION OF ARYL GRIGNARD REAGENTS WITH MIXED KETOXIMES
J. Org. Chem., 1943, 08 (1), pp 99–102
THE ACTION OF GRIGNARD REAGENTS ON OXIMES. I. THE ACTION OF PHENYLMAGNESIUM BROMIDE ON MIXED KETOXIMES
J. Org. Chem., 1939, 04 (2), pp 198–205
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