N-Chlorosuccinimide-Silver nitrate

N-Chlorosuccinimide-Silver nitrate, 80 Dichlorotris(triphenylphosphine)-ruthenium(II), 107... 

Oxidative hydrolysis of 2-acyl-l,3-dithiane derivatives.1 A study of the hydrolysis of 2-acyl-1,3-dithiane derivatives by mercuric chloride (HgCl2) has been published. However, hydrolysis of 2-acyl-1,3-dithianes is slow. In this case use of N-halosuccini-mide reagents is recommended. Either N-bromosuccinimide or N-chlorosuccinimide-silver nitrate is suitable for oxidative hydrolysis of 1,3-dithiane derivatives. The N-halosuccinimide reagents are useful for hydrolysis of 2-acyl-l,3-dithianes to 1,2-dicarbonyl compounds. 

Chloro-2-pyridone, 69 16-Chlorosteroids, 134 N-Chlorosuccinimide, 69-70 N-Chlorosuccinimide-silver nitrate, 185 Chlorosulfonic acid, 70 Chlorosulfonyl isocyanate, 70... 

Hydrolysis of the 1,3-oxathiane moiety has been accomplished under mild conditions (0°C, 5 min) by the use of N-Chlorosuccinimide-Silver(l) Nitrate. This oxidative hydrolysis produces a-hydroxy aldehydes in good yields and, in addition, two diastereomeric sultines (19) (eq 8). The use of Iodine-for the oxidative hydrolysis of 1,3-oxathianes has also recently been reported. The tertiary a-hydroxy aldehydes are easily oxidized directly to the acids (Sodium Chlorite) or methyl esters (MeOH, I2, KOH) or are conveniently reduced to the diols by direct reduction of the hydrolysis mixture with Sodium Borohydride. The secondary a-hydroxy aldehydes could likewise be reduced to the glycols without racemization however, oxidation required pro-... 

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