NOVEL EFFICIENT SYNTHETIC PATHWAY (+)‑CAMPHOR AND (–)‑FENCHONE ANILS UNDER HOMOGENOUS CATALYSIS

Abstract

An efficient approach to the synthesis of (+)-camphor and (–)‑fenchone anils has been developed, which consists in the interaction of the corresponding bicyclic monoterpenoid ketones with substituted anilines in the presence of the (i-PrO)2Ti(OTf)2·(i-PrOH)2 complex obtained in situ, as a homophasic catalyst, and (i‑PrO)4Ti, as a dehydrating agent. The advantage of the proposed method lies not only in obtaining target products with good yields and high purity, but also in a simplified procedure for isolating target substances, which, in turn, are of interest as pharmacologically active compounds, antioxidants for rubber compounds and components of compositions for 3D-print.