# US 2023/0054928 A1 · Method for preparing carbonyl sulfone > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 2023/0054928 A1 - Document ID: US20230054928A1 - Status: Published application - Kind: A1 - Application number: 17/780,699 - Filed: 2020-11-27 - Published: 2023-02-23 - Earliest claimed: 2019-11-29 - Assignees: Soochow University - Applicants: Soochow University - Inventors: Xiaobing WAN; Hanghang WANG; Yonggao ZHENG; Pengcheng LIAN; Jingjing LI - Web page: https://patentgrep.com/patent/US20230054928A1 ## CPC - C07C 315/00: Preparation of sulfones; Preparation of sulfoxides - C07C 315/02: by formation of sulfone or sulfoxide groups by oxidation of sulfides, or by formation of sulfone groups by oxidation of sulfoxides - C07C 315/06: Separation; Purification; Stabilisation; Use of additives - C07D 333/16: by oxygen atoms - C07J 31/006: {not covered by C07J31/003} - C07J 41/0038: {with an androstane skeleton, including 18- or 19-substituted derivatives, 18-nor derivatives and also derivatives where position 17-beta is substituted by a carbon atom not directly bonded to a further carbon atom and not being part of an amide group} - C07C 2523/50: Silver - C07C 2601/14: The ring being saturated - C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS - C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08) - C07J: STEROIDS (seco-steroids C07C) ## Abstract Disclosed is a method for preparing β-carbonyl sulfones. The method comprises: by taking an α-carbonyl diazo compound and sodium arylsulfinate as reaction substrates, cheap silver nitrate as an optimal catalyst, 1,10-phenanthroline as a ligand, and potassium persulfate as an oxidant, carrying out coupling reaction in a mixed solvent of acetonitrile and water to obtain a β-carbonyl sulfones compound. Compared with the prior art, the method has the following advantages: a wide range of reaction substrates, short reaction time, a relatively high reaction yield, a mild reaction condition, etc. In the present invention, non-toxic and harmless reagents are used as reaction raw materials, so that it has no harm to the environment and satisfies the requirements of contemporary green chemistry development. Post-reaction treatment is relatively simple, and is convenient for separation and purification. In addition, the reaction can achieve gram-scale synthesis, and lays a foundation for actual applications. ## Claims ### Claim 1 A method for preparing a β-carbonyl sulfone, comprising: reacting an α-carbonyldiazo compound with a sodium arylsulfinate, an N,N-bidentate compound as a ligand, a peroxide as an oxidant, in the presence of a metal compound as a catalyst, in a mixed solvent of an organic solvent and water, to obtain the β-carbonyl sulfone, wherein the α-carbonyldiazo compound has the following chemical formula: R1 is selected from the group consisting of methyl, ethyl and hydrogen; R2 is alkoxy; the sodium arylsulfinate has the following chemical formula: Ar is benzene or substituted benzene; and the β-carbonyl sulfone has the following chemical formula: ### Claim 2 (depends on 1) The method according to claim 1, wherein the reaction is conducted at 40 to 90° C., for 4 to 12 hours. ### Claim 3 (depends on 1) The method according to claim 1, wherein the metal compound is a silver compound or a copper compound; the peroxide is potassium persulfate, sodium persulfate or ammonium persulfate, the N,N-bidentate compound is 1,10-phenanthroline, 2,2′-bipyridine, 4,7-dimethoxy-1,10-phenanthroline, 4,7-diphenyl-1,10-phenanthroline, or 3,8-dibromo-1,10-phenanthroline. ### Claim 4 (depends on 1) The method according to claim 1, wherein a molar ratio of the catalyst to the sodium arylsulfinate is 1:10; a molar ratio of the oxidant to the sodium arylsulfinate is from 0.2:1 to 2:1; and a molar ratio of the ligand to the sodium arylsulfinate is 10:1; and a molar ratio of the α-carbonyldiazo compound to the sodium arylsulfinate is 2:1. ### Claim 5 (depends on 1) The method according to claim 1, wherein the reaction is conducted in the air. ### Claim 6 (depends on 1) The method according to claim 1, wherein the organic solvent is acetonitrile. ### Claim 7 An application of a metal compound as a catalyst in the reaction of an α-carbonyldiazo compound and a sodium arylsulfinate to prepare a β-carbonyl sulfone, the metal compound is a silver compound or a copper compound. ### Claim 8 (depends on 7) The application according to claim 7, wherein the reaction is carried out in the presence of an N,N-bidentate compound and a peroxide, in a mixed solvent of an organic solvent and water; wherein a molar ratio of the metal compound is 10% of the sodium arylsulfinate; and a molar ratio of the α-carbonyldiazo compound to the sodium arylsulfinate is 2:1. ### Claim 9 (depends on 8) The application according to claim 8, wherein a molar ratio of the peroxide to the sodium arylsulfinate is from 0.2:1 to 2:1; and a molar ratio of the N,N-bidentate compound is 10% of the sodium arylsulfinate. ### Claim 10 (depends on 1) The β-carbonyl sulfone is prepared by the method according to claim 1.