- Enantioselective Copper-Catalyzed Electrophilic Sulfenylation of Cyclic Imino Esters
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Herein we report an enantioselective sulfenylation of cyclic imino esters with the efficient and versatile sulfenylation reagent S-alkyl 4-methylbenzenesulfonothioates. By utilizing the Cu/tBu-Phosferrox catalytic system, we can assemble diverse S-alkyl groups into the cyclic imino esters under mild conditions in good yields and with excellent enantioselectivities. Remarkably, this method demonstrates a high tolerance of diverse functional groups and proves to be applicable in the late-stage functionalization of pharmaceuticals.
- Chen, Zhiwei,Lin, Huaxin,Han, Jian,Fang, Dongmei,Wang, Min,Liao, Jian
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supporting information
p. 9146 - 9150
(2021/11/30)
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- Selective Ortho Thiolation Enabled by Tuning the Ancillary Ligand in Palladium/Norbornene Catalysis
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Site-selective introduction of a sulfur group into aromatic compounds is essential and useful in organic, material, and pharmaceutical chemistry. A palladium/norbornene-catalyzed chemoselective ortho thiolation of aryl halides was reported. The selectivit
- Cai, Wenqiang,Gu, Zhenhua
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supporting information
p. 3204 - 3209
(2019/05/01)
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- A mild and facile synthesis of aryl and alkenyl sulfides via copper-catalyzed deborylthiolation of organoborons with thiosulfonates
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An efficient deborylthiolation of aryl- and alkenylborons with thiosulfonates has been achieved under mild conditions using a copper catalyst. All steps of the experimental process were free from unpleasant odors. The mild reaction conditions as well as ready availability of boron compounds and thiosulfonates enabled easy access to an array of sulfides, including those bearing sensitive functional groups.
- Yoshida, Suguru,Sugimura, Yasuyuki,Hazama, Yuki,Nishiyama, Yoshitake,Yano, Takahisa,Shimizu, Shigeomi,Hosoya, Takamitsu
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supporting information
p. 16613 - 16616
(2015/11/25)
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- Copper-catalyzed synthesis of thiosulfonates by oxidative coupling of thiols with sodium sulfinates
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The copper-catalyzed sulfonylation of thiols was performed by using sodium sulfinates under an oxygen atmosphere. The procedure afforded thiosulfonates in good yields by using a CuI-Phen?H2O (Phen = 1,10-phenanthroline) catalyst and tolerated numerous combinations of arene- and alkanethiols with sodium sulfinates. Furthermore, it was found that the coupling of diaryl disulfides with sodium arylsulfinates proceeded in air and both sulfide groups on the disulfide were available.
- Taniguchi, Nobukazu
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supporting information
p. 5691 - 5694
(2014/11/07)
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- MUTILIN DERIVATIVE HAVING HETEROCYCLIC AROMATIC RING CARBOXYLIC ACID STRUCTURE IN SUBSTITUENT AT 14-POSITION
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To provide a novel mutilin derivative having a substitution at the 14-position, which is a novel mutilin analogue exhibiting a potent and broad antimicrobial action against Gram-positive bacteria and Gram-negative bacteria including various drug-resistant bacteria, and which is expected to be useful as an agent for treating infectious diseases. A mutilin derivative represented by the following general formula (1): or a pharmaceutically acceptable addition salt thereof.
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Page/Page column 58
(2010/03/02)
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- New and facile synthesis of thiosulfonates from sulfinate/disulfide/I2 system
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Thiosulfonates were prepared by the iodine oxidative sulfenylation of sulfinates with various disulfides in good yields both in the presence and absence of solvent. One of the important biological applications of sulfenylation is the reaction of cyclic disulfides.
- Fujiki, Kiyoko,Tanifuji, Naoki,Sasaki, Yohei,Yokoyama, Taku
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p. 343 - 348
(2007/10/03)
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- A FACILE SYNTHESIS OF UNSYMMETRICAL THIOSULFONATES VIA SULFONYLATION OF MERCAPTANS
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The reaction of p-toluenesulfonyl bromide with mercaptans provides a convenient procedure for the synthesis of unsymmetrical thiolsulfonates.
- Ranasinghe, M. G.,Fuchs, P. L.
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p. 227 - 232
(2007/10/02)
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- New Synthetic Methods, 9. - S-Alkyl 4-Methylbenzenethiosulfonates, Excellent Reagents for α-Thiolation of Cyclic Ketones
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S-Alkyl 4-methylbenzenethiosulfonates, easily prepared by alkylation of commercially available potassium 4-methylbenzenethiosulfonate in dry dimethylformamide, thiolate enolates of cyclic ketones in α position in high yield.
- Scholz, Dieter
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p. 259 - 263
(2007/10/02)
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- FACILE AND EFFICIENT SYNTHESIS OF ALKYL THIOTOSYLATES USING ANION EXCHANGE RESIN
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Facile and efficient synthesis of alkyl thiotosylates (1a-h) has been developed using anion exchange resin.
- Takano, Seiichi,Hiroya, Kou,Ogasawara, Kunio
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p. 255 - 256
(2007/10/02)
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- 2-(Sulfur-substituted)-3-hydroxy-5,5-dimethyl-2-cyclohexen-1-ones
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Concerns compounds of the formula SPC1 Wherein R1 is a 1 to 6 carbon atom alkyl, benzyl, halobenzyl, lower alkylbenzyl, nitrobenzyl, alkenyl, haloalkenyl, 2-(lower alkylthio)lower alkyl or cyclohexylmethyl group, R2 is hydrogen, ammonium or alkali metal and n is an integer from 0 to 2. The compounds are prepared by reacting an alkali metal salt of 3-hydroxy-5,5-dimethyl-2-cyclohexen-1-one with a thiolsulfonate. The compounds are useful as plant growth regulators.
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