Disclosed are a method for synthesizing a thieno[3,2-b]pyridine-5(4H)-one derivative by using a gold catalyst and a use of the derivative compound, wherein the novel thieno[3,2-b]pyridine-5(4H)-one derivative of the present disclosure, which is a compound synthesized using gold as a catalyst, has fluorescence characteristics with a wide range of emission wavelengths and thus can be helpfully used in various industrial fields, such as physics, chemistry, and biomedicine research.

In one aspect, the disclosure relates to axially chiral cannabinoid analogs and methods of making the same. In one aspect, several tetracyclic scaffolds can be prepared from O-propargyl vinyl coumarins in good yields. In a further aspect, these tetracyclic scaffolds can be treated with a reductant to form the axially chiral cannabinoid analogs. In another aspect, the axially chiral cannabinoid analogs are shelf stable and maintain a three-dimensional structure during storage, enabling superior recognition of biological targets such as cannabinoid receptors. Also disclosed herein are prochiral cannabinoid analogs that can be synthesized from axially chiral cannabinoid analogs.