96856-70-1Relevant academic research and scientific papers
Arylsulfenyl chloride mediated coupling of three nucleophilic fragments with the formation of two c= bonds
Smoliakova,Smit,Osinov
, p. 2601 - 2604 (1991)
The sequence of reactions ArSCl + vinyl ether-I + vinyl ether-II + organomagnesium reagents has been developed as a convergent protocol for assembling polyfunctional cokounds from simple precursors.
Polyfunctional compounds containing the 4,6-dialkoxy-7-arylthioheptene moiety as synthetically useful intermediates. The course of Lewis acid-induced transformations
Chekmarev, Dmitriy S.,Lazareva, Margarita I.,Zatonsky, Georgy V.,Maskaev, Andrei V.,Caple, Ron,Smit, William
, p. 7957 - 7967 (2007/10/03)
Data on the selectivity of the Lewis acids induced transformations of the title compounds are presented, and the routes leading to formation of products containing either cyclohexane or 1,3-diene units are described.
A One-Pot Synthesis of β-C-Glucopyranosides from exo-Glucal, p-Tolylsulfenyl Chloride, an α-Methoxyalkene, and an External Nucleophile
Liu, Hui,Smoliakova, Irina P.,Koikov, Leonid N.
, p. 3895 - 3898 (2007/10/03)
(Matrix Presented) β-C-Glycosides were synthesized in one-pot experiments using the following sequence of four reactions: (i) addition of p-TolSCI to an α-methoxyalkene, (ii) generation of the episulfonium ion from a β-(arylsulfanyl)alkyl chloride, (iii)
Selectivity of the Lewis acid-induced transformations of polyfunctional compounds containing a 4,6-dialkoxy-7-(arylthio)heptene moiety
Chekmarev,Maskaev,Zatonsky,Lazareva,Caple,Smit
, p. 176 - 178 (2007/10/03)
The interaction of the title adducts with Lewis acids may proceed as an attack at either β-alkoxy or δ-alkoxy group to the arylthio substituent leading to the formation of substituted cyclohexane or 1,3-diene derivatives, respectively.
Reactions of nitronates derived from simple nitro alkanes with some thio-stabilized cationic intermediates
Lyapkalo,Lazareva,Dil'man,Ioffe,Smit
, p. 488 - 494 (2007/10/03)
Trimethylsilyl and DBU nitronates derived from nitromethane and nitropropanes do not undergo C-alkylation by episulfonium (ESI) or thiophanium (TPI) cationic intermediates. The above-mentioned derivatives of 1-nitropropane react with ESI and TPI to give the corresponding products of O-alkylation of 1-chloro-1-oxyiminopropane. The reactions of DBU nitronates derived from nitromethane and 2-nitropropane with ESI or TPI proceed as O-alkylation followed by standard fragmentation of the initially formed nitronate intermediates to give methyl (4-tolylthio)acetate or methyl 2,2-dimethyl-3-methyloxy-(4-tolylthio)butanoate respectively.
Tandem sequence of ArSCl initiated AdE reactions resulting in formation of two C-C bonds
Smoliakova, Irina P.,Caple, Ron,Magnuson, Vincent R.,Polyakov, Valery R.,Smit, William A.,et al.
, p. 1065 - 1070 (2007/10/02)
A one-pot procedure for the sequence of reactions between arylsulfanyl chloride, vinyl ether-I, vinyl ether-II and organomagnesium reagents has been developed for assembling polyfunctional compounds from simple precursors. 2,3-Dihydropyran and various vin
REACTION SEQUENCE ARYLSULFENYL CHLORIDE + ALKOXYALKENE-I + ALKOXYALKENE-II + ALLYLMAGNESIUM OR BORON DERIVATIVES AS A NEW METHOD FOR THE CONTROLLED SYNTHESIS OF POLYFUNCTIONAL DERIVATIVES
Smolyakova, I. P.,Smit, V. A.,Bubnov, Yu. N.,Shashkov, A. S.
, p. 981 - 987 (2007/10/02)
A new method is proposed for the controlled synthesis of polyfunctional compouds with formation of two new carbon-carbon bonds; the method is based on the following reaction sequence, which can be carried out in a single flask: addition of ArSCl to vinyl ether I, reaction of the resultant adduct with vinyl ether II in the presence of Lewis acid to form a cationic complex, and treatment of the latter with allyl derivatives of boron or magnesium.
A Novel Method of Crossed-Aldol Condensation: Alkylation of Trimethylsilyl Enol Ethers by Alkyl 1-Chloro-2-arylthioalkyl Ethers
Ibragimov, M. A.,Lazareva, M. I.,Smit, W. A.
, p. 880 - 884 (2007/10/02)
Trimethylsilyl enol ethers 5, derived from aldehydes or ketones, react with alkyl 1-chloro-2-arylthioalkyl ethers 3 (β-arylthio-α-chloroethers, prepared in situ from vinyl ethers 1 and arenesulfenyl chlorides 2) to give 2-alkoxy-3-arylthioalkyl ketone derivatives 6 in the presence of a Lewis acid.
