51290-80-3Relevant academic research and scientific papers
Iron-catalyzed thioesterification of methylarenes with thiols in water
Wang, Liang,Cao, Jing,Chen, Qun,He, Ming-Yang
supporting information, p. 7190 - 7193 (2015/01/16)
An iron-catalyzed coupling reaction of methylarenes with thiols leading to thioesters has been developed. The reactions were carried out in water with tert-butyl hydroperoxide (TBHP) as the oxidant and polyoxyethanyl α-tocopheryl sebacate (PTS) as the sur
Selective approach to thioesters and thioethers via sp3 C-H activation of methylarenes
Feng,Lu,Cai
, p. 54409 - 54415 (2015/01/16)
Novel C-S cross-dehydrogenative coupling (CDC) approaches for the selective synthesis of thioesters and thioethers have been developed via sp3 C-H activation of methylarenes and subsequent functionalization. The reaction of methylarenes with thiols resulted in thioesters in the presence of a FeBr2/TBHP system, while treatment of methylarenes with thiols in the Pd(OAc)2/O2/TBHP system led to the formation of thioethers. Both the green protocols demonstrate good functional group tolerance and satisfactory yields. This journal is
An odorless, one-pot synthesis of thioesters from organic halides, thiourea and benzoyl chlorides in water
Lu, Guo-Ping,Cai, Chun
supporting information, p. 1271 - 1276 (2013/06/26)
Thioesterification can be realized via an odorless, one-pot reaction through the in situ generation of S-alkylisothiouronium salts from organic halides and thiourea in aqueous Triton X-100 (TX100) micelles. The protocol is free of foul-smell thiols and or
Synthesis of thioesters from carboxylic acids via acyloxyphosphonium intermediates with benzyltriethylammonium tetrathiomolybdate as the sulfur transfer reagent
Gopinath, Purushothaman,Vidyarini, Ravindran Sasitha,Chandrasekaran, Srinivasan
supporting information; experimental part, p. 6291 - 6294 (2009/12/08)
(Chemical Equation Presented) An efficient protocol is reported for the synthesis of thioesters from carboxylic acids with use of acyloxy phosphonium salts as intermediates and benzyltriethyl-ammonium tetrathiomolybdate as the sulfur transfer reagent.
Synthesis of phosphorodithioate DNA via sulfur-linked, base-labile protecting groups
Wiesler,Caruthers
, p. 4272 - 4281 (2007/10/03)
Phosphorodithioate DNA, a new and potentially useful DNA analog with a deoxynucleoside-OPS2O-deoxynucleoside internucleotide linkage, was synthesized from deoxynucleoside 3'-phosphorothioamidites having a variety of thioesters and thiocarbonates as base-labile phosphorus protecting groups. The major challenge in the synthesis of this DNA analog was to derive a reaction pathway whereby activation of deoxynucleoside 3'-phosphorothioamidites occurred rapidly and in high yield under conditions that minimize Arbuzov rearrangements, exchange reactions, unwanted oxidation to phosphorothioates, and several other side reactions. Of the various phosphorus protecting groups examined for this purpose, a thorough evaluation of these parameters led to the conclusion that β-(benzoylmercapto)ethyl was preferred. Synthesis of phosphorodithioate DNA began by preparing deoxynucleoside 3'-phosphorothioamidites from the appropriately protected deoxynucleoside, tris(pyrrolidino)phosphine, and ethanedithiol monobenzoate via a one-flask synthesis procedure. These synthons were activated with tetrazole and condensed with a deoxynucleoside on a polymer support to yield the deoxynucleoside thiophosphite. Subsequent steps involved oxidation with sulfur to generate the completely protected phosphorodithioate triester, acylation of unreacted deoxynucleoside, and removal of the 5'-protecting group. Yields per cycle were usually 97-98% with 2-5% phosphorothioate contamination as determined by 31P NMR. By using deoxynucleoside 3'-phosphorothioamidites and deoxynucleoside 3'-phosphoroamidites, deoxyoligonucleotides having phosphorodithioate and the natural phosphate internucleotide linkages in any predetermined order can also be synthesized.
The methylenic sequence conformation in a series of isoelectronic molecules
Deguire, Suzanne,Brisse, Francois
, p. 341 - 347 (2007/10/02)
The crystal structures of 1,4-dibenzoylbutane, 2DBC, and ethyleneglycol dithiobenzoate, 2DBS, have been solved by direct methods in order to follow the evolution of the geometry and the conformation of the Y-CH2-CH2-Y sequence in the isoelectronic series
EFFECTS OF HETEROATOM SUBSTITUENTS ON THE PROPERTIES OF 1,2-DIOXETANES
Handley, Richard S.,Stern, Alan J.,Schaap, A. Paul
, p. 3183 - 3186 (2007/10/02)
Nitrogen and sulfur-substituted dioxetanes exhibit dramatically lower activation energies for decomposition compared to the corresponding oxygen-bearing dioxetane.A mechanism involving intramolecular electron-transfer processes is proposed for the cleavage of these unstable dioxetanes.
