Preparation of 4-(N-cytisinyl)benzaldehyde

Abstract

Methods for preparing amino-substituted aromatic benzaldehydes from the corresponding amines (morpholine, piperidine) and o-fluorobenzaldehydes in refluxing DMF in the presence of potash were reported [1]. The synthesized aminosubstituted aromatic aldehydes were then used to synthesize important heterocyclic spiro-derivatives of quinolines. Because aldehydes are important sythons in the organic synthesis of various classes of compounds, including heterocyclic ones, we attempted to prepare an aromatic aldehyde with a biologically active fragment, in particular, the alkaloid cytisine. In analogy with the reported procedure [1], we substituted the F atom in 4-fluorobenzaldehyde by the alkaloid cytisine.