The problem to be solved by the present invention is to provide a novel method for producing a difluoromethylene compound. This problem is solved by a method for producing a difluoromethylene compound containing a CF.sub.2 moiety, the method comprising step A of mixing: a) a carbonyl compound containing a C(O) moiety; b) optionally an amine; c) a fluoride represented by the formula: MF, wherein M represents a Group 1 element of the periodic table; d) a halogenated fluorine compound represented by the formula: XF.sub.n, wherein X represents chlorine, bromine, or iodine, and n is a natural number of 1 to 5; and e) sulfur chloride.

The problem to be solved by the present invention is to provide a novel method for producing a difluoromethylene compound. This problem is solved by a method for producing a difluoromethylene compound containing a CF.sub.2 moiety, the method comprising step A of mixing: a) a carbonyl compound containing a C(O) moiety; b) optionally an amine; c) a fluoride represented by the formula: MF, wherein M represents a Group 1 element of the periodic table; d) a halogenated fluorine compound represented by the formula: XF.sub.n, wherein X represents chlorine, bromine, or iodine, and n is a natural number of 1 to 5; and e) sulfur chloride.

Methods described herein enable the production of numerous molecular species through decarboxylative cross-coupling via use of photoredox and transition metal catalysts. A method described herein, in some embodiments, comprises providing a reaction mixture including a photoredox catalyst, a transition metal catalyst, a coupling partner and a substrate having a carboxyl group. The reaction mixture is irradiated with a radiation source resulting in cross-coupling of the substrate and coupling partner via a mechanism including decarboxylation, wherein the coupling partner is selected from the group consisting of a substituted aromatic compound and a substituted aliphatic compound.

Methods described herein enable the production of numerous molecular species through decarboxylative cross-coupling via use of photoredox and transition metal catalysts. A method described herein, in some embodiments, comprises providing a reaction mixture including a photoredox catalyst, a transition metal catalyst, a coupling partner and a substrate having a carboxyl group. The reaction mixture is irradiated with a radiation source resulting in cross-coupling of the substrate and coupling partner via a mechanism including decarboxylation, wherein the coupling partner is selected from the group consisting of a substituted aromatic compound and a substituted aliphatic compound.

Methods described herein enable the production of numerous molecular species through decarboxylative cross-coupling via use of photoredox and transition metal catalysts. A method described herein, in some embodiments, comprises providing a reaction mixture including a photoredox catalyst, a transition metal catalyst, a coupling partner and a substrate having a carboxyl group. The reaction mixture is irradiated with a radiation source resulting in cross-coupling of the substrate and coupling partner via a mechanism including decarboxylation, wherein the coupling partner is selected from the group consisting of a substituted aromatic compound and a substituted aliphatic compound.

A hydrofluoroolefin compound is represented by the following general formula (I): where R.sub.F1 is a hydrogen atom or CH.sub.3, and (iii) R.sub.F1 is a linear or branched perfluorinated alkyl group having 1 to 10 carbon atoms and optionally including one or more catenated heteroatoms; and R.sub.F2 is a fluorine atom or a linear or branched perfluorinated alkyl group having 1 to 8 carbon atoms and optionally including one or more catenated heteroatoms; with the proviso that when RF2 is a fluorine atom, then RF1 includes at least 2 carbon atoms; or (iv) R.sub.F1 and R.sub.F2 are bonded together to form a ring structure having 4 to 8 carbon atoms and optionally including one or more catenated heteroatoms. ##STR00001##

A hydrofluoroolefin compound is represented by the following general formula (I): where R.sub.F1 is a hydrogen atom or CH.sub.3, and (iii) R.sub.F1 is a linear or branched perfluorinated alkyl group having 1 to 10 carbon atoms and optionally including one or more catenated heteroatoms; and R.sub.F2 is a fluorine atom or a linear or branched perfluorinated alkyl group having 1 to 8 carbon atoms and optionally including one or more catenated heteroatoms; with the proviso that when RF2 is a fluorine atom, then RF1 includes at least 2 carbon atoms; or (iv) R.sub.F1 and R.sub.F2 are bonded together to form a ring structure having 4 to 8 carbon atoms and optionally including one or more catenated heteroatoms. ##STR00001##

A hydrofluoroolefin compound is represented by the following general formula (I): where R.sub.F1 is a hydrogen atom or CH.sub.3, and (iii) R.sub.F1 is a linear or branched perfluorinated alkyl group having 1 to 10 carbon atoms and optionally including one or more catenated heteroatoms; and R.sub.F2 is a fluorine atom or a linear or branched perfluorinated alkyl group having 1 to 8 carbon atoms and optionally including one or more catenated heteroatoms; with the proviso that when RF2 is a fluorine atom, then RF1 includes at least 2 carbon atoms; or (iv) R.sub.F1 and R.sub.F2 are bonded together to form a ring structure having 4 to 8 carbon atoms and optionally including one or more catenated heteroatoms. ##STR00001##

The present invention provides a process for the preparation of organic bromides, by a radical bromodecarboxylation of carboxylic acids with a bromoisocyanurate.

The present invention provides a process for the preparation of organic bromides, by a radical bromodecarboxylation of carboxylic acids with a bromoisocyanurate.