142023-34-5Relevant articles and documents
Sulfonylation from sodium dithionite or thiourea dioxide
He, Fu-Sheng,Yang, Min,Ye, Shengqing,Wu, Jie
, p. 461 - 464 (2020/06/03)
The cheap and easily available sodium dithionite and thiourea dioxide have been used as the source of sulfonyl group in the synthesis of sulfones and sulfonamides recently. Compared with other methods for the sulfonylation reactions, the strategies using sodium dithionite or thiourea dioxide provide an alternative and complementary route to diverse sulfonyl compounds. During the reaction process, sulfur dioxide anion radical is the key intermediate, which is usually generated from a single electron transfer under suitable conditions. The advantages using sodium dithionite or thiourea dioxide in the sulfonylation reactions include mild conditions and broad substrate scope with excellent functional group compatibility. Further applications by using sodium dithionite and thiourea dioxide in organic transformations will be anticipated.
A [...] or heterocyclic sulfonamide compound preparation method (by machine translation)
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Paragraph 0072; 0073; 0074; 0075; 0076, (2019/01/21)
The invention discloses a [...] or heterocyclic sulfonamide compounds of the preparation method, the [...] compound has the formula (I) of the structure shown, the heterocyclic and tissue compound has the formula (II) is shown in the structure, in an organic solvent under the condition of a portion of the inert gas, iodo aromatic ring compound and sodium hydrosulfite under heating conditions in the free radical coupling reaction to obtain the aromatic ring sulfinyl sodium intermediate, with the [...], or iodo alkane, or bromo alkane, or diaryl Iodized salt, or [...] reaction, obtained by the formula (I) has the structure shown as the [...], or formula (II) has the structure shown in the heterocyclic sulfonamide compounds. The method of the invention is simple and efficient, less side reaction, the product has high purity, facilitates separation of the purification, can be suitable for the preparation of a larger scale, with very good application prospect. (by machine translation)
Sulfone–Metal Exchange and Alkylation of Sulfonylnitriles
Yang, Xun,Nath, Dinesh,Gau, Michael R.,Steward, Omar W.,Fleming, Fraser F.
, p. 7257 - 7260 (2017/06/13)
The first general sulfone–metal exchange is described. Treating substituted 2-pyridylsulfonylacetonitriles with either BuLi or Bu3MgLi generates metalated nitriles that efficiently intercept a variety of electrophiles to afford quaternary nitriles. The 2-pyridylsulfone is critical for the sulfone–metal exchange because chelation anchors the organometallic proximal to the electrophilic, tetrasubstituted sulfone to override complex-induced deprotonation. Alkylating commercial 2-pyridinesulfonylacetonitrile with mild bases, either K2CO3 or DBU, and subsequent sulfone–metal exchange and alkylation rapidly assembles quaternary nitriles by three alkylations, only one of which requires an organometallic reagent.