2011
DOI: 10.1007/s10593-011-0858-1
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Synthesis and chemical properties of cyclic β-keto sulfones (review)

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Cited by 24 publications
(7 citation statements)
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“…This is presumably due to the fast addition of alkyl radical C to vinyl triflates that contain an electron-withdrawing group to give radical F due to polarity matching, resulting in lower yields of the corresponding β-ketosulfone. To expand the scope of this reaction and considering the importance of β-ketosulfones in synthetic and medicinal chemistry, 14 15 16 we report herein the synthesis of trifluoromethylated β-ketosulfones 5 from vinyl triflates that contain an electron-withdrawing group and alkenes using sulfurous acid (H 2 SO 3 ) as an external source of SO 2 (Scheme 1 , eq. 3).…”
Section: Table 1 Optimization Of the Reaction Condition...mentioning
confidence: 99%
“…This is presumably due to the fast addition of alkyl radical C to vinyl triflates that contain an electron-withdrawing group to give radical F due to polarity matching, resulting in lower yields of the corresponding β-ketosulfone. To expand the scope of this reaction and considering the importance of β-ketosulfones in synthetic and medicinal chemistry, 14 15 16 we report herein the synthesis of trifluoromethylated β-ketosulfones 5 from vinyl triflates that contain an electron-withdrawing group and alkenes using sulfurous acid (H 2 SO 3 ) as an external source of SO 2 (Scheme 1 , eq. 3).…”
Section: Table 1 Optimization Of the Reaction Condition...mentioning
confidence: 99%
“…[4] In chemistry, α-sulfonyl ketones are versatile synthons in organic synthesis. [5][6][7] For examples, they have found applications in the synthesis of substituted alkenes, [8] alkynes, [9,10] and allenes, [11] 4H-pyrans, [12] β-hydroxysulfones, [13,14] vinylsulfones, [14] ketones, [15] and carboxylic acids. [16] Because of their broad utility in synthetic and medicinal chemistry, many synthetic methods have been developed for the preparation of α-sulfonyl ketones.…”
Section: Introductionmentioning
confidence: 99%
“…Selective oxyfunctionalization of organic compounds is a pivotal reaction in many organic syntheses of biologically active molecules such as sulfoxides, sulfones, and epoxides . The long-standing interest in the sulfoxidation of organic sulfides is primarily fueled by its utility in diverse areas of chemistry originating from the constant use of sulfoxides-derived chiral auxiliaries in total synthesis to its use in medicinal chemistry and biology to its application in industrially important desulfurization processes. Moreover, overoxidation of sulfoxides generates sulfone products that exhibit different biological activities and have been the subject of extensive investigation. Epoxides are also industrially important chemicals that are produced at scales ranging from millions of tons to a few grams per year. They are widely used as intermediates for several perfumery chemicals, plasticizers, and sweeteners. , …”
Section: Introductionmentioning
confidence: 99%