62617-38-3Relevant academic research and scientific papers
Visible-Light-Induced Radical Cascade Cyclizations of 1,7-Enynes with Sulfinic Acids: Direct Access to Sulfonated Chromanes and Sulfonated Tetrahydroquinolines under Metal-Free Conditions
Liu, Qi,Mei, Yousheng,Wang, Lei,Ma, Yongmin,Li, Pinhua
, p. 5669 - 5680 (2020)
Visible-light-induced strategy to access sulfonated chromanes and sulfonated 1,2,3,4-tetrahydroquinolines via a radical cascade cyclization of 1-(arylethynyl)-2-(vinyloxy)benzenes and N-allyl-2-(arylethynyl)anilines with aromatic and aliphatic sulfinic acids has been developed. In the presence of TBHP (7.5 mol%) as an oxidant and Eosin Y (3.0 mol%) as a photocatalyst, the reactions undergo smoothly to afford the corresponding products in good yields at room temperature under metal-free conditions. This transformation features low loading of TBHP, mild reaction conditions, simple operation, broad functional-group tolerance, and good yields of products. (Figure presented.).
The acidities of 4-arylsulfonylmethylpyridines and N-methyl and N-benzyl 4-arylsulfonylmethylpyridinium cations in aqueous solution
Wodzinski, Stefan,Bunting, John W.
, p. 2635 - 2644 (2007/10/02)
The pKa values for the deprotonation of a series of 4-(X-phenylsulfonylmethyl)pyridines (6) (pKa = 19.89 (X = H); ρ = 3.0) were determined in aqueous dimethyl sulfoxide solutions at 25 deg C using the H0q acidit
Sulfinic Acids and Related Compounds 23. Preparation of Sulfinic Acids by the Reaction of Sulfonyl Halides with Thiols
Lee, Chew,Field, Lamar
, p. 391 - 397 (2007/10/02)
The reaction of arene- and alkanesulfonyl halides with p-thiocresol in the presence of triethylamine at -76 deg C gives triethylammonium sulfinates, which after acidification afford sulfinic acids of 95 - 100 percent purity in yields of 51 - 92 percent for 18 typical representatives.The synthesis succeeds in certain instances where conventional reduction with aqueous sodium sulfite fails and in other instances often is superior.The method is rapid, mild, selective, convenient, and general, although a few limitations are reported.Characterizations of the sulfinic acids are effected by titration with aqueous sodium nitrite, by IR and 1H-NMR spectra, by preparation of either a S-benzylthiuronium salt or a p-nitrobenzyl ester and either by elemental analyses or comparison with reported melting points of the acids and derivatives as appropriate.
