834-67-3Relevant articles and documents
Synthesis method of sulfonyl secondary amine compound
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Paragraph 0037-0041, (2021/04/21)
The invention belongs to the technical field of organic chemistry, and particularly relates to a preparation method of a sulfonyl secondary amine compound. The structure of the compound is characterized by 1H NMR, 13C NMR and HRMS and is confirmed. According to the method, acetonitrile and tetrahydrofuran are used as a mixed solvent, corresponding secondary amine, sulfonyl chloride and boric acid react under the heating condition in the presence of a palladium catalyst, a ligand and alkali, the secondary amine and the sulfonyl chloride firstly generate corresponding amino sulfonyl chloride, and then the amino sulfonyl chloride and the boric acid are subjected to a palladium-catalyzed Suzuki-Miyaura coupling reaction to obtain the target sulfonyl secondary amine compound. The preparation method of the compound has the advantages that corresponding sulfonyl chloride is prevented from being prepared in advance, meanwhile, the conditions are mild, the compatibility of functional groups is high, separation and purification are convenient, and good application value is achieved.
Photochemical C-H Activation Enables Nickel-Catalyzed Olefin Dicarbofunctionalization
Campbell, Mark W.,Yuan, Mingbin,Polites, Viktor C.,Gutierrez, Osvaldo,Molander, Gary A.
supporting information, p. 3901 - 3910 (2021/04/06)
Alkenes, ethers, and alcohols account for a significant percentage of bulk reagents available to the chemistry community. The petrochemical, pharmaceutical, and agrochemical industries each consume gigagrams of these materials as fuels and solvents each year. However, the utilization of such materials as building blocks for the construction of complex small molecules is limited by the necessity of prefunctionalization to achieve chemoselective reactivity. Herein, we report the implementation of efficient, sustainable, diaryl ketone hydrogen-atom transfer (HAT) catalysis to activate native C-H bonds for multicomponent dicarbofunctionalization of alkenes. The ability to forge new carbon-carbon bonds between reagents typically viewed as commodity solvents provides a new, more atom-economic outlook for organic synthesis. Through detailed experimental and computational investigation, the critical effect of hydrogen bonding on the reactivity of this transformation was uncovered.
S(vi) in three-component sulfonamide synthesis: Use of sulfuric chloride as a linchpin in palladium-catalyzed Suzuki-Miyaura coupling
Wang, Xuefeng,Yang, Min,Ye, Shengqing,Kuang, Yunyan,Wu, Jie
, p. 6437 - 6441 (2021/05/19)
Sulfuric chloride is used as the source of the -SO2- group in a palladium-catalyzed three-component synthesis of sulfonamides. Suzuki-Miyaura coupling between the in situ generated sulfamoyl chlorides and boronic acids gives rise to diverse sulfonamides in moderate to high yields with excellent reaction selectivity. Although this transformation is not workable for primary amines or anilines, the results show high functional group tolerance. With the solving of the desulfonylation problem and utilization of cheap and easily accessible sulfuric chloride as the source of sulfur dioxide, redox-neutral three-component synthesis of sulfonamides is first achieved. This journal is