- Visible-Light-Catalyzed in Situ Denitrogenative Sulfonylation of Sulfonylhydrazones
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A photocatalyzed in situ denitrogenative sulfonylation of N-arylsulfonyl hydrazones has been developed. This transformation provides a low-carbon strategy to assemble arylalkyl sulfones in a stepwise denitrogenation/sulfonylation manner.
- Huang, Xiang,Chen, Xing,Xie, Haisheng,Tan, Zheng,Jiang, Huanfeng,Zeng, Wei
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supporting information
p. 6784 - 6788
(2021/09/08)
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- Substrate- and temperature-controlled divergence in reactions of alcohols with TosMIC catalyzed by BF3 · Et2O: Facile access to sulfinates and sulfones
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An efficient BF3 · Et2O-catalyzed divergent synthesis of sulfinate esters and sulfones through C–O and C–S bond formation has been achieved from alcohols and p-toluenesulfonylmethyl isocyanide (TosMIC). Various alcohols reacted smoothly with TosMIC under the present conditions at room temperature providing sulfinate esters exclusively. By tuning the reaction temperature, the alcohols that provide highly stabilized carbocation in the reaction medium afforded sulfones as sole products. This study was aimed at understanding the regioselectivity of ambidentate sulfinate ion and to elucidate the interpretation of sulfinate/sulfone scaffolds.
- Pogaku, Naresh,Krishna, Palakodety Radha,Prapurna, Y. Lakshmi
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supporting information
p. 1239 - 1249
(2017/07/06)
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- Direct sulfonylation of Baylis-Hillman alcohols and diarylmethanols with TosMIC in ionic liquid-[Hmim]HSO4: An unexpected reaction
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A Bronsted acidic ionic liquid-[Hmim]HSO4 promoted unexpected reaction of Baylis-Hillman alcohols and diarylmethanols with p-toluenesulfonylmethyl isocyanide (TosMIC) affording the corresponding sulfone derivatives instead of N-tosylmethyl amid
- Garima,Srivastava, Vishnu P.,Yadav, Lal Dhar S.
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experimental part
p. 4622 - 4626
(2011/09/21)
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- Copper-catalyzed nitrogen loss of sulfonylhydrazones: A reductive strategy for the synthesis of sulfones from carbonyl compounds
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Figure Presented. An efficient method for the synthesis of sulfones via nitrogen loss of sulfonyl hydrazones is described. The reaction was performed in the presence of simple copper salt and base by utilization of sulfonyl hydrazones, which were easily p
- Feng, Xing-Wen,Wang, Jian,Zhang, Ji,Yang, Jing,Wang, Na,Yu, Xiao-Qi
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supporting information; experimental part
p. 4408 - 4411
(2010/12/19)
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- Iron (III) chloride-catalyzed direct sulfonylation of alcohols with sodium arenesulfinates
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A new protocol for the direct sulfonylation of benzylic, allylic and homoallylic alcohols with sodium arenesulfinates is described by using iron (III) chloride as a catalyst and chlorotrimethylsilane as an additive. This method requires no preactivation o
- Reddy, M. Amarnath,Reddy, P. Surendra,Sreedhar
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supporting information; experimental part
p. 1861 - 1869
(2010/10/21)
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- Palladium-catalyzed benzylic direct arylation of benzyl sulfones with aryl halides
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An effective palladium catalyst system for the direct arylation of benzyl sulfones with aryl halides has been developed. The catalytic reaction provides a facile route to diarylmethyl sulfones. The products can be transformed further via desulfonylative functionalization mediated by aluminum compounds.
- Niwa, Takashi,Yorimitsu, Hideki,Oshima, Koichiro
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experimental part
p. 1971 - 1976
(2009/08/07)
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- Studies of Sulfinyl Radicals. 1. Thermal Decompositions of Benzhydryl p-Tolyl Sulfoxide and Benzhydryl Methyl Sulfoxide
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The kinetics and mechanism of the thermal decompositions of benzhydryl p-tolyl sulfoxide (BTSO) and benzhydryl methyl sulfoxide (BMSO) were studied.Product analysis, ESR, and CIDNP results showed that both sulfoxides gave p-toluenesulfinyl and methanesulfinyl radicals, respectively, by the scission of carbon-sulfur bonds at 100-130 deg C.The presence of a small amount of a base such as pyridine has been found to suppress the formation of other products than the coupling products (the corresponding thiosulfonates and tetraphenylethane), which may be formed by ionic reactions of BTSO and BMSO.The mechanism of BTSO decomposition is complex, since it is in equilibrium with benzhydryl p-toluenesulfenate (BTSN) at 100-130 deg C.On the other hand, BMSO, showing simple decomposition behavior, indicated that the decomposition rates decreased on the addition of hydroxylic solvents.
- Mizuno, Hajime,Matsuda, Minoru,Iino, Masashi
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p. 520 - 525
(2007/10/02)
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