References
- Cristau , H. J. , Christol , H. and Bottaro , D. 1978 . Synthesis , : 826
- Cristau , H. J. , Vors , J. P. and Christol , H. 1979 . Synthesis , : 538
- Cristau , H. J. , Vors , J. P. and Christol , H. 1979 . Tetrahedron Letters , : 2377
- Gröbel , B. T. Seebach , D. 1977 . Synthesis , : 357
- Ho , T. L. , Ho , H. C. and Wong , C. W. 1972 . J. Chem. Soc., Chem. Comm. , : 791 See for example:
- Ho , T. L. 1973 . Synthesis , : 347
- Seebach , D. 1969 . Synthesis , : 17
- Charlot , G. and Bezier , D. 1955 . Analyse Quantitative Minérale , 706 Masson et Cie . Cerium (IV) was titraded by ferrous sulfate according to
- In a typical procedure 13,2 g (24 mmoles) of CAN were added over 5 mn to a magnetically stirred solution of the 1,3-dithiane in 100 ml of a water/acetonitrile (1:4) mixture. The reaction was stirred untill the solution became colourless (almost one hour). Then 80 ml of water were added and the reaction mixture was extracted with dichloromethane (50 ml, four times). The combined organic phases were washed with water (50 ml, four times), dried (Na2SO4) and concentrated in vacuo to a pale-yellow oil. The ketone was then separated from the 1,2-dithiolane-1-oxide by chromatography of the crude oil on silica with ethylacetate elution. 1,2 dithiolane-1-oxide, : bp 80°C/30 mm Hg, nD 22 = 1.5460. Analysis (calculated) : C 27.96 (27.46), H 5.31 (5.38). IR (CCl4) :.ν (SO) = 1090, 1070 cm−1. NMR (13C) δ (ppm) : 63.65 (S (O) - C,H2), 38.28 (-S-C,H2), 29.98 (-CH2 - C,H2 - CH2-). MS : m/e = 122 (M·+), m/e = 205 (M·+ - OH·), m/e = 93 (M·+ - SO·)
- Richardson , W. H. 1965 . Oxidation in Organic Chemistry , Edited by: Wyberg , K. B. New-York : Acad. Press . Part A
- Gourcy , J. G. , Jeminet , J. G. and Simonet , J. 1974 . J. Chem. Soc., Chem. Comm. , : 634 A dication of the type 3, has been proposed in the electrochemical oxidation of aromatic thioacetals into disulfides by
- Carlson , R. M. and Helquist , P. M. 1968 . J. Org. Chem. , 33 : 2596 The 1,3-dithiane-1-oxide 5, has been prepared according to
- Field , L. and Barbee , R. B. 1969 . J. Org. Chem. , 34 : 36 A dilute solution of dithiolane 4, in the water/acetonitrile (1:4) mixture has been prepared by adapting the method described by, This solution was then oxidized by CAN according to the method described in note 7
- Indeed, 3.86 equivalents of CAN are enough for the complete hydrolysis of the 1,3-dithiane 1c, because there is a competition between the initial dithiane and the dithiolane 4, formed in their oxidation by CAN
- Porter , Q. N. and Utley , J. H. P. 1978 . J. Chem. Soc., Chem. Comm. , : 255
- Bergson , G. 1961 . Acta. Chem. Scand. , 15 : 1611