28519-30-4Relevant academic research and scientific papers
Enantioselective Copper-Catalyzed Electrophilic Sulfenylation of Cyclic Imino Esters
Chen, Zhiwei,Lin, Huaxin,Han, Jian,Fang, Dongmei,Wang, Min,Liao, Jian
supporting information, p. 9146 - 9150 (2021/11/30)
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.
Selective Ortho Thiolation Enabled by Tuning the Ancillary Ligand in Palladium/Norbornene Catalysis
Cai, Wenqiang,Gu, Zhenhua
supporting information, p. 3204 - 3209 (2019/05/01)
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
Regioselective cobalt-catalyzed addition of sulfides to unactivated alkenes
Girijavallabhan, Vinay,Alvarez, Carmen,Njoroge, F. George
experimental part, p. 6442 - 6446 (2011/09/16)
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.
MUTILIN DERIVATIVE HAVING HETEROCYCLIC AROMATIC RING CARBOXYLIC ACID STRUCTURE IN SUBSTITUENT AT 14-POSITION
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Page/Page column 55, (2010/03/02)
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.
Reaction of Thio Acid S-Esters with p-Toluenesulfonic Acid: A Facile Synthesis of p-Toluenethiosulfonic S-Esters
Arakawa, Yasushi,Ueyama, Naoto,Nitta, Yoshihiro
, p. 791 - 794 (2007/10/02)
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.
Chemical Consequences of the Intramolecular Interaction between a Sulphur Atom and a Methoxycarbonyl Group in Fluorene Systems
Nakanishi, Waro,Kusuyama, Yoshiaki,Ikeda, Yoshitsugu,Oki, Michinori
, p. 799 - 804 (2007/10/02)
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.
A Kinetic Study of the Silver(I) Ion-assisted Synthesis of Thiosulphonate Esters from Aliphatic Disulphides
Sandhu, Jaswinder S.,Tillett, John G.
, p. 879 - 882 (2007/10/02)
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.
New Synthetic Methods, 9. - S-Alkyl 4-Methylbenzenethiosulfonates, Excellent Reagents for α-Thiolation of Cyclic Ketones
Scholz, Dieter
, p. 259 - 263 (2007/10/02)
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.
FACILE AND EFFICIENT SYNTHESIS OF ALKYL THIOTOSYLATES USING ANION EXCHANGE RESIN
Takano, Seiichi,Hiroya, Kou,Ogasawara, Kunio
, p. 255 - 256 (2007/10/02)
Facile and efficient synthesis of alkyl thiotosylates (1a-h) has been developed using anion exchange resin.
