The present disclosure relates to reagents and method for performing trifluoromethylation, difluoromethylation or alkylation of aromatic or heteroaromatic rings in a redox-neutral manner without any catalyst which are enabled by light. In addition, there are methods for synthesizing the starting reagents used in the trifluoromethylation, difluoromethylation or alkylation reactions.

The present disclosure relates to reagents and method for performing trifluoromethylation, difluoromethylation or alkylation of aromatic or heteroaromatic rings in a redox-neutral manner without any catalyst which are enabled by light. In addition, there are methods for synthesizing the starting reagents used in the trifluoromethylation, difluoromethylation or alkylation reactions.

The present invention relates to methods of making fused ring compounds, such as indeno-fused naphthols, and fused ring indenopyran compounds, such as indeno-fused naphthopyrans, that each employ an unsaturated compound represented by the following Formula II. ##STR00001##
Referring to the unsaturated compound of Formula II: Ring-A can be selected from optionally substituted aryl (e.g., phenyl); m can be, for example, from 0 to 4; R.sup.1 for each m can be selected from optionally substituted hydrocarbyl (e.g., C.sub.1-C.sub.6 alkyl) optionally interrupted with at least one linking group (e.g., O); and R.sup.3 and R.sup.16 can each be independently selected from, for example, hydrogen or optionally substituted hydrocarbyl, such as C.sub.1-C.sub.8 alkyl. When Ring-A is a phenyl group, the unsaturated compound represented by Formula II can be referred to as an unsaturated indanone acid/ester compound, or an indenone acid/ester compound (depending on whether R.sup.16 is hydrogen, or an optionally substituted hydrocarbyl group).

The present invention relates to methods of making fused ring compounds, such as indeno-fused naphthols, and fused ring indenopyran compounds, such as indeno-fused naphthopyrans, that each employ an unsaturated compound represented by the following Formula II. ##STR00001##
Referring to the unsaturated compound of Formula II: Ring-A can be selected from optionally substituted aryl (e.g., phenyl); m can be, for example, from 0 to 4; R.sup.1 for each m can be selected from optionally substituted hydrocarbyl (e.g., C.sub.1-C.sub.6 alkyl) optionally interrupted with at least one linking group (e.g., O); and R.sup.3 and R.sup.16 can each be independently selected from, for example, hydrogen or optionally substituted hydrocarbyl, such as C.sub.1-C.sub.8 alkyl. When Ring-A is a phenyl group, the unsaturated compound represented by Formula II can be referred to as an unsaturated indanone acid/ester compound, or an indenone acid/ester compound (depending on whether R.sup.16 is hydrogen, or an optionally substituted hydrocarbyl group).

The present disclosure generally relates to methods of electrochemical coupling of thiols to form disulfide compounds. A method of synthesizing a disulfide compound is provided. The method may include providing an electrochemical cell that has a compartment, an anode, and a cathode. The compartment may contain a solution of one or more thiol compounds, a catalyst, and a solvent. The method may also include providing an electrical current to the electrochemical cell and converting the one or more thiol compounds into the disulfide compound.

The present disclosure generally relates to methods of electrochemical coupling of thiols to form disulfide compounds. A method of synthesizing a disulfide compound is provided. The method may include providing an electrochemical cell that has a compartment, an anode, and a cathode. The compartment may contain a solution of one or more thiol compounds, a catalyst, and a solvent. The method may also include providing an electrical current to the electrochemical cell and converting the one or more thiol compounds into the disulfide compound.

Multiple methods of synthesizing cannabigerol are presented. Combining olivetol with geraniol derivatives are provided. Cross-coupling methods of combing functionalized resorcinols are provided. Useful intermediates are formed during such cross-coupling steps.

Multiple methods of synthesizing cannabigerol are presented. Combining olivetol with geraniol derivatives are provided. Cross-coupling methods of combing functionalized resorcinols are provided. Useful intermediates are formed during such cross-coupling steps.

The present disclosure concerns a group of cannabinoid compounds defined by formulas (I) to (IV), wherein R.sub.1 is H or COOH, for the first time isolated and fully characterized in structure, absolute stereochemistry by the present applicant. Methods of isolation, characterization, stereoselective synthesis, biological activity, pharmaceutical composition and therapeutic applications of the present compounds as modulators of the cannabinoid CB1 receptor are also object of the disclosure.

##STR00001##

The present disclosure concerns a group of cannabinoid compounds defined by formulas (I) to (IV), wherein R.sub.1 is H or COOH, for the first time isolated and fully characterized in structure, absolute stereochemistry by the present applicant. Methods of isolation, characterization, stereoselective synthesis, biological activity, pharmaceutical composition and therapeutic applications of the present compounds as modulators of the cannabinoid CB1 receptor are also object of the disclosure.

##STR00001##