- 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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- Regioselective cobalt-catalyzed addition of sulfides to unactivated alkenes
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A novel method to synthesize tertiary alkyl/aryl sulfides in a mild and regioselective manner from unactivated alkenes using cobalt catalysis is described. The methodology is compatible with sensitive functionalities and is successful with several different types of alkenes and sulfides.
- Girijavallabhan, Vinay,Alvarez, Carmen,Njoroge, F. George
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experimental part
p. 6442 - 6446
(2011/09/16)
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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 55
(2010/03/02)
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- Reaction of Thio Acid S-Esters with p-Toluenesulfonic Acid: A Facile Synthesis of p-Toluenethiosulfonic S-Esters
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Treatment of dehydrated p-toluenesulfonic acid (TsOH) with thio acid S-esters such as carbothioic acid and phosphorus thio acid S-esters in refluxing solvent resulted in the formation of p-toluenethiosulfonic S-esters (TsSR).The reaction of trialkyl phosphorotrithioites with TsOH provided the corresponding TsSR in relatively good yields.This constitutes a new and facile method for the preparation of unsymmetrical thiosulfonic S-esters.Keywords-p-toluenesulfonic acid; trialkyl phosphorotrithioite; trialkyl phosphorotrithiolate; carbothioic acid S-ester; p-toluenethiosulfonic S-ester; dialkyl disulfide.
- Arakawa, Yasushi,Ueyama, Naoto,Nitta, Yoshihiro
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p. 791 - 794
(2007/10/02)
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- Chemical Consequences of the Intramolecular Interaction between a Sulphur Atom and a Methoxycarbonyl Group in Fluorene Systems
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The intramolecular interaction between a sulphur atom and a methoxycarbonyl group was found to affect their chemical reactivity.The rates of C-S bond cleavage in methyl-9,9-bis(ethylthio)fluorene-x-carboxylate, where x is 1, 2, or 3, with sodium ethanethiolate show that the rate is minimal, though comparable with the others, when x=1, because of steric effects.In contrast, methyl 9-(ethylthio)fluorene-x-carboxylates, where x=1, 2, or 3, exhibit the maximum rate when x=1.The rates of ester exchange in the presence of toluene-p-sulphonic acid indicate that the reaction is accelerated by the presence of two ethylthio groups at the 9 position of methyl fluorene-1-carboxylate but no significant effect is detected if there is only one ethylthio group.The hydrolysis of the thioketal group in 9,9-bis(ethylthio)fluorene is also accelerated by the presence of a 1-methoxycarbonyl group.The implication of these results are discussed with the use of a model compound.
- Nakanishi, Waro,Kusuyama, Yoshiaki,Ikeda, Yoshitsugu,Oki, Michinori
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p. 799 - 804
(2007/10/02)
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- A Kinetic Study of the Silver(I) Ion-assisted Synthesis of Thiosulphonate Esters from Aliphatic Disulphides
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Kinetic studies confirm that the silver(I) ion-promoted reaction of disulphides with sulphinate ions proceeds via formation of a disulphide-Ag+ complex.Nucleophilic attack by sulphinate sulphur at the sulphenyl centre of the complex leads to sylver alkyl sulphide and thiosulphonate.Under favoruable conditions the 1:1 disulphide-silver complex can be isolated.
- Sandhu, Jaswinder S.,Tillett, John G.
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p. 879 - 882
(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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