The cobalt(II) acetylacetonate/aldehyde-promoted aerobic oxidation of three bis-sulfides of general formula R-1-SCH2CH2S-R-2, where R-1 is a heterocycle and R-2 is p-tolyl, provides a method to functionalise selectively the sulfur atom bonded to the p-tolyl moiety leading to the corresponding monosulfoxides. The same chemoselectivity and Little diastereoisomeric excess (10%) was achieved by submitting to oxidative conditions the chiral bis-sulfide (S)-R-3- SCH2CH(CH3)CH2-SR4 (R-3 = benzothiazolyl, R-4 = p-tolyl).
Regioselective aerobic oxidation of bis-sulfides into monosulfoxides / Dell'Anna, Maria M.; Mastrorilli, Piero; Nobile, Cosimo F.; Taurino, Maria R.; Calò, Vincenzo; Nacci, Angelo. - In: JOURNAL OF MOLECULAR CATALYSIS. A: CHEMICAL. - ISSN 1381-1169. - STAMPA. - 151:1-2(2000), pp. 61-69. [10.1016/S1381-1169(99)00252-6]
Regioselective aerobic oxidation of bis-sulfides into monosulfoxides
Maria M. Dell'Anna;Piero Mastrorilli;Cosimo F. Nobile;
2000-01-01
Abstract
The cobalt(II) acetylacetonate/aldehyde-promoted aerobic oxidation of three bis-sulfides of general formula R-1-SCH2CH2S-R-2, where R-1 is a heterocycle and R-2 is p-tolyl, provides a method to functionalise selectively the sulfur atom bonded to the p-tolyl moiety leading to the corresponding monosulfoxides. The same chemoselectivity and Little diastereoisomeric excess (10%) was achieved by submitting to oxidative conditions the chiral bis-sulfide (S)-R-3- SCH2CH(CH3)CH2-SR4 (R-3 = benzothiazolyl, R-4 = p-tolyl).I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
