23265-32-9Relevant academic research and scientific papers
Process for converting substituted arylamine into arylazomethyl sulfone
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Paragraph 0052-0057, (2021/06/26)
The invention discloses a method for converting substituted arylamine into arylazomethyl sulfone. The method comprises the following steps of: uniformly mixing arylamine, sodium nitrite and an aqueous tetrafluoroboric acid solution, conducting reacting at 0-5 DEG C for 1-2 hours, and performing filtering to remove water so as to obtain a solid aryldiazonium salt; and uniformly mixing the aryldiazonium salt, sodium methanesulfinate and a solvent, conducting reacting for 8-12 hours at a temperature of 0-5 DEG C, performing filtering to remove insoluble solids, concentrating a filtrate obtained after filtering and carrying out recrystallizing to obtain solid arylazomethyl sulfone. According to the invention, water in the aqueous tetrafluoroboric acid solution is directly used as a reaction solvent in the first step, and 1,2-dichloroethane is used as a solvent in the second step, so the problem of low yield of existing preparation methods for arylazomethyl sulfone can be well improved.
SUBSTITUTED SULFONYL HYDRAZIDES AS INHIBITORS OF LYSINE BIOSYNTHESIS VIA THE DIAMINOPIMELATE PATHWAY
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Paragraph 0241, (2020/01/24)
The present invention relates to substituted sulfonyl hydrazides that have the ability to inhibit lysine biosynthesis via the diaminopimelate pathway in certain organisms. As a result of this activity these compounds can be used in applications where inhibition of lysine biosynthesis is useful applications of this type include the use of the compound as herbicides and/or anti- bacterial agents.
Visible-Light-Driven Synthesis of Arylstannanes from Arylazo Sulfones
Lian, Chang,Yue, Guanglu,Mao, Jinshan,Liu, Danyang,Ding, Yi,Liu, Zerong,Qiu, Di,Zhao, Xia,Lu, Kui,Fagnoni, Maurizio,Protti, Stefano
supporting information, p. 5187 - 5191 (2019/07/03)
The visible-light-driven preparation of (hetero)aryl stannanes was carried out under both photocatalyst- and metal-free conditions via irradiation of arylazo sulfones in the presence of hexaalkyldistannanes. The reaction shows a high efficiency and a wide substrates scope. The resulting crude organotin derivatives can be directly employed in a Stille protocol.
Visible Light-Driven, Photocatalyst-Free Arbuzov-Like Reaction via Arylazo Sulfones
Qiu, Di,Lian, Chang,Mao, Jinshan,Ding, Yi,Liu, Zerong,Wei, Liyan,Fagnoni, Maurizio,Protti, Stefano
supporting information, p. 5239 - 5244 (2019/11/11)
A visible light-induced formation of Aryl-Phosphorous bonds starting from arylazo sulfones and triaryl (or trialkyl)phosphites in the absence of any photoredox catalyst and any additives was developed. This reaction showed a broad substrate scope and afforded (hetero)aryl phosphonates in good yields and in up to the gram scale.
Visible light-promoted formation of C-B and C-S bonds under metal- A nd photocatalyst-free conditions
Blank, Lena,Fagnoni, Maurizio,Protti, Stefano,Rueping, Magnus
, p. 1243 - 1252 (2019/02/26)
A green, efficient, photoinduced synthesis of arylboronic esters and aryl sulfides has been developed. Bench stable arylazo sulfones were used as radical precursors for a photocatalyst- A nd additive-free carbon-heteroatom bond formation under visible light. The protocols are applicable to a wide range of substrates, providing products in good yields.
Additive- and Photocatalyst-Free Borylation of Arylazo Sulfones under Visible Light
Xu, Yuliang,Yang, Xinying,Fang, Hao
, p. 12831 - 12837 (2018/10/20)
We developed a photocatalyst-free and additive-free, visible light induced borylation reaction using arylazo sulfones as starting material. This protocol shows some advantages such as mild conditions, simple equipment, and wide substrate scope, which gives a complementary protocol for the preparation of arylboronates.
Wavelength Selective Generation of Aryl Radicals and Aryl Cations for Metal-Free Photoarylations
Crespi, Stefano,Protti, Stefano,Fagnoni, Maurizio
, p. 9612 - 9619 (2016/11/02)
Photochemical reactions have become an important tool for organic chemists. Visible (solar) light can be conveniently adopted, however, only when using colored organic compounds or in photocatalyzed processes induced by visible light absorbing photocatalysts. Herein we demonstrate that a photolabile, colored moiety could be incorporated in a colorless organic compound with the aim of generating highly reactive intermediates upon exposure to visible (solar) light. Arylazo sulfones, colored thermally stable derivatives of aryl diazonium salts, were used as valuable substrates for the photoinduced metal-free synthesis of (hetero)biaryls with no need of a (photo)catalyst or of other additives to promote the reaction. Noteworthy, selective generation of aryl radicals and aryl cations can be attained at will by varying the irradiation conditions (visible light for the former and UVA light for the latter).
Copper-catalyzed synthesis of aryldiazo sulfones from arylhydrazines and sulfonyl chlorides under mild conditions
Liu, Jin-Biao,Chen, Fu-Jiao,Liu, En,Li, Jin-Hui,Qiu, Guanyinsheng
supporting information, p. 7773 - 7776 (2015/10/12)
In this paper, aryldiazo sulfones are prepared from tandem sulfonylation/dehydrogenation reactions of arylhydrazines and sulfonyl chlorides. The transformations proceed well in the presence of catalytic CuSO4·5H2O, leading to aryldiazo sulfones in good to excellent yields. It is believed that this protocol represents a safe and convenient model for the synthesis of these versatile aryldiazo sulfones under mild conditions.
