Fluorinated Ethers of Cannabinol (CBN)

Abstract

The difluoromethoxy (OCF2H) and trifluoromethoxy (OCF3) fluorinated structural motifs are frequently seen as privileged functional groups in the field of medicinal chemistry and are regularly taken into account during the design and development processes of successful drugs. This paper presents the synthesis of four new fluorinated etheric derivatives of cannabinol (CBN) using fluorine chemistry. These reactions are straightforward in terms of operation and make use of easily obtainable reagents, making them suitable for the synthesis of various fluorinated CBN ethers with yields ranging from moderate to excellent. We successfully isolated all the products and characterized them in detail using spectroscopic methods. It is anticipated that they will increase the efficacy of drug candidates due to their ability to alter biological activities such as cellular membrane permeability and metabolic stability and improve their pharmacokinetic properties.