Synthesis and structure–activity relationship of substitutions at the C-1 position of Δ9-tetrahydrocannabinol

Abstract A novel series of Δ9-tetrahydrocannabinol (Δ9-THC) analogues were synthesized to determine their potential as cannabinoid receptor modulators. Chemistry focused on conversion of the phenol of Δ9-THC to other functionality through palladium catalyzed reactions with an intermediate triflate 2 . Two analogues with sub 100 nM affinity for the CB 1 and CB 2 receptors were identified.