Abstract

Abstract The reactions of salicylamine with α-dicarbonyl compounds were examined in the hope of obtaining 2,2′-bibenzoxazine derivatives I or Schiff bases II as two-to-one condensation products; however, salicylidenesalicylamine was isolated in every case. It was found that the reaction proceeded through transamination, followed by trans-Schiffization between salicylamine and α-dicarbonyl compounds. The mechanism and the conditions under which the reactions take place were investigated.

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