6305-64-2Relevant articles and documents
Multicomponent Reductive Cross-Coupling of an Inorganic Sulfur Dioxide Surrogate: Straightforward Construction of Diversely Functionalized Sulfones
Meng, Yingying,Wang, Ming,Jiang, Xuefeng
supporting information, p. 1346 - 1353 (2019/12/11)
Conventionally, sulfones are prepared by oxidation of sulfides with strong oxidants. Now, a multicomponent reductive cross-coupling involving an inorganic salt (sodium metabisulfite) for the straightforward construction of sulfones is disclosed. Both intramolecular and intermolecular reductive cross-couplings were comprehensively explored, and diverse sulfones were accessible from the corresponding alkyl and aryl halides. Intramolecular cyclic sulfones were systematically obtained from five- to twelve-membered rings. Naturally occurring aliphatic systems, such as steroids, saccharides, and amino acids, were highly compatible with the SO2-insertion reductive cross-coupling. Four clinically applied drug molecules, which include multiple heteroatoms and functional groups with active hydrogens, were successfully prepared via a late-stage SO2 insertion. Mechanistic studies show that alkyl radicals and sulfonyl radicals were both involved as intermediates in this transformation.
Syntheses of Some Alkyl-, Cycloalkyl-, and Aryl-(4-aminophenyl)-sulfones
Courtin, Alfred
, p. 1046 - 1052 (2007/10/02)
Syntheses of (4-aminophenyl)-alkyl, -cycloalkyl and -aryl sulfones 2 were achieved both by alkylation of 4-(acetylamino)-benzenesulfinic acid (7) to the corresponding acetanilides 9 followed by hydrolysis and by oxidation of the appropriate (4-nitrophenyl)-sulfides 11 to (4-nitrophenyl)-sulfones 1 with subsequent Bechamp reduction.