Study of reactions leading to sulfine formation. 5. Methoxide-catalyzed decomposition of diarylmethyl (arylsulfonyl) methyl sulfoxides: a sulfine-forming elimination on …
JL Kice, L Kupczyk-Subotkowska
Index: Kice, John L.; Kupczyk-Subotkowska, Lidia Journal of Organic Chemistry, 1991 , vol. 56, # 4 p. 1424 - 1430
Full Text: HTML
Citation Number: 1
Abstract
In 7: 3 CH30H-DMS0 (v/v) in the presence of methoxide ion, diarylmethyl (arylsulfony1) methyl sulfoxides (Ar2CHS (O) CH# OAAI) 4, undergo elimination remarkably easily to afford the diarylsulfine and the aryl methyl sulfone (eq 4). Comparison of the rate of cleavage of 4 (keb) and the rate of disappearance of the'H NMR signal (kcHso) for the Ar2CHS (0) proton in CD, OD-DMSO shows that the mechanism for the elimination is on the (ElcB),,/(ElcB) ...
Related Articles:
[Angewandte Chemie - International Edition, , vol. 46, # 25 p. 4729 - 4731]
General Copper??Catalyzed Transformations of Functional Groups from Arylboronic Acids in Water
[Yang, Haijun; Li, Yong; Jiang, Min; Wang, Junmei; Fu, Hua Chemistry - A European Journal, 2011 , vol. 17, # 20 p. 5652 - 5660]
[Lattanzi, Alessandra; Iannece, Patrizia; Scettri, Arrigo Tetrahedron Asymmetry, 2004 , vol. 15, # 11 p. 1779 - 1785]
An efficient asymmetric oxidation of sulfides to sulfoxides
[Journal of the American Chemical Society, , vol. 106, # 26 p. 8188 - 8193]
Oxidative kinetic resolution of alkyl aryl sulfoxides
[Synlett, , # 20 p. 3540 - 3544]