New syntheses and ring expansion reactions of cyclobutenimines

E Schaumann, G Oppermann, M Stranberg…

Index: Schaumann, Ernst; Oppermann, Gerrit; Stranberg, Michael; Moore, Harold W. Australian Journal of Chemistry, 2010 , vol. 63, # 12 p. 1656 - 1664

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Abstract

Abstract Two routes are reported for the synthesis of iminocyclobutenones having N-(het) aryl substitution: an addition/substitution sequence starting with cyclobutenediones and an aza-Wittig method. A new synthetic route to N-alkyl derivatives is also presented. This involves O-alkylation of 3-alkylamino-1, 2-cyclobutenediones using Meerwein's reagent and subsequent deprotonation under non-hydrolytic conditions. Lithium organyls were found ...

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