Facile Routes to Alkoxymaleimides/Maleic Anhydrides [1]

Abstract

New routes to alkoxymaleic anhydrides 1a/b have been described in good yields via base-induced chemoselective vinylic substitution of bromo atom in bromomaleimide 4 with alkanols, and base-induced oxa-Micahel addition of alkanols to dialkyl acetylenedicarboxylates 8a/b as key steps. An unusual acyl exchange in the conversion of 6a/b to 1a/b under very simple and mild reaction conditions is noteworthy.

Key words

bromomaleimide - dialkyl acetylenedicarboxylates - oxa-Michael additions - alkoxymaleic anhydrides

1

NCL Communication No. 6633.

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1

NCL Communication No. 6633.

14

Mhaske, S. B.; Argade, N. P., unpublished results.