15309-82-7Relevant articles and documents
Iridium-catalyzed reaction of 1-naphthols, N-(1-naphthyl)benzenesulfonamides, and salicylaldehyde with internal alkynes
Nishinaka, Yuko,Satoh, Tetsuya,Miura, Masahiro,Morisaka, Hideaki,Nomura, Masakatsu,Matsui, Hisaji,Yamaguchi, Chiharu
, p. 1727 - 1735 (2001)
1-Naphthols efficiently couple with internal alkynes via cleavage of the C-H bond at the peri-position in the presence of a catalyst system of [IrCl(cod)]2/PBut′3 to selectively afford the corresponding 8-vinyl-1-naphthol derivatives. N-(1-Naphthyl)benzenesulfonamides can similarly react with the alkynes. The reaction of salicylaldehyde with the alkynes using the catalyst system gives 2-hydroxyphenyl vinyl ketones via cleavage of the aldehyde C-H bond.
Sequential C-S and S-N Coupling Approach to Sulfonamides
Chen, Kai,Chen, Wei,Han, Bing,Chen, Wanzhi,Liu, Miaochang,Wu, Huayue
supporting information, p. 1841 - 1845 (2020/03/04)
A one-pot three-component reaction involving nitroarenes, (hetero)arylboronic acids, and potassium pyrosulfite leading to sulfonamides was described. A broad range of sulfonamides bearing different reactive functional groups were obtained in good to excellent yields through sequential C-S and S-N coupling that does not require metal catalysts.
Straightforward Sulfonamidation via Metabisulfite-Mediated Cross Coupling of Nitroarenes and Boronic Acids under Transition-Metal-Free Conditions?
Li, Yaping,Wang, Ming,Jiang, Xuefeng
supporting information, p. 1521 - 1525 (2020/09/09)
A straightforward multicomponent sulfonamidation of nitroarenes, sodium metabisulfite and boronic acids was established under transition-metal-free conditions to access diverse sulfonamides from readily available and low-cost materials modularly. Inorganic salt sodium metabisulfite not only served as a sulfur dioxide source, but also played a key role for both activator and reductant during sulfonamidation. Notably, naturally occurring biomolecules and pharmaceuticals with multiple heteroatoms and sensitive functional groups were intensively investigated in this transformtion providing versatile sulfonamides collectively. Further mechanistic studies demonstrated that nitrosoarene is the key intermediate, and the activation of boronic acid is the rate-determining step in the transformation.
