14094-12-3Relevant academic research and scientific papers
TECHNOLOGIES USEFUL FOR OLIGONUCLEOTIDE PREPARATION
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Paragraph 00978; 001046, (2020/10/09)
Among other things, the present disclosure provides technologies for oligonucleotide preparation, particularly chirally controlled oligonucleotide preparation, which technologies provide greatly improved crude purity and yield, and significantly reduce manufacturing costs.
Sodium Dithionite-Mediated Decarboxylative Sulfonylation: Facile Access to Tertiary Sulfones
Chen, Shihao,Jiang, Xuefeng,Li, Yaping,Wang, Ming
supporting information, p. 8907 - 8911 (2020/04/22)
A straightforward multicomponent decarboxylative cross coupling of redox-active esters (N-hydroxyphthalimide ester), sodium dithionite, and electrophiles was established to construct sterically bulky sulfones. The inorganic salt sodium dithionite not only served as the sulfur dioxide source, but also acted as an efficient radical initiator for the decarboxylation. Notably, diverse naturally abundant carboxylic acids and artificially prepared carboxyl-containing drugs with multiple heteroatoms and sensitive functional groups successfully underwent this decarboxylative sulfonylation to provide sterically bulky tertiary sulfones. Mechanistic studies further demonstrated that decarboxylation was the rate-determining step and occurred via a single-electron transfer (SET) process with the assistance of sodium dithionite.
Large-steric-hindrance alkyl-alkyl sulfone compound as well as synthesis method and application thereof
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Paragraph 0173-0176, (2020/07/24)
The invention belongs to the technical field of organic compound synthesis and application, and discloses a large-steric-hindrance alkyl-alkyl sulfone compound shown as a formula (4) and a synthesis method thereof. Carboxylic acid derived redox ester, a reducing sulfur dioxide source and an alkyl electrophilic reagent are used as raw materials, and a series of large-steric-hindrance alkyl-alkyl sulfone compounds are obtained by a three-component one-pot method. The synthesis method is wide in raw material source, cheap and easy to obtain; the reaction operation is simple; the functional grouptolerance is high; the use of a reducing sulfur dioxide source in the reaction avoids the addition of an additional equivalent metal reducing reagent, is economical and practical, and avoids the pollution of waste metals to the environment. The invention also discloses application of the alkyl-alkyl sulfone compound in preparation of drugs, pesticides, organic photoelectric materials and the like.The method has high practical value and wide application prospect.
Efficient and selective hydrogen peroxide-mediated oxidation of sulfides in batch and segmented and continuous flow using a peroxometalate-based polymer immobilised ionic liquid phase catalyst
Doherty,Knight,Carroll,Ellison,Hobson,Stevens,Hardacre,Goodrich
supporting information, p. 1559 - 1571 (2015/03/18)
The peroxometalate-based polymer immobilized ionic liquid phase catalyst [PO4{WO(O2)2}4]@PIILP has been prepared by anion exchange of ring opening metathesis-derived pyrrolidinium-decorated norbornene/cyclooctene copolymer and shown to be a remarkably efficient system for the selective oxidation of sulfides under mild conditions. A cartridge packed with a mixture of [PO4{WO(O2)2}4]@PIILP and silica operated as a segmented or continuous flow process and gave good conversions and high selectivity for either sulfoxide (92% in methanol at 96% conversion for a residence time of 4 min) or sulfone (96% in acetonitrile at 96% conversion for a residence time of 15 min). The immobilized catalyst remained active for 8 h under continuous flow operation with a stable activity/selectivity profile that allowed 6.5 g of reactant to be processed (TON = 46 428) while a single catalyst cartridge could be used for the consecutive oxidation of multiple substrates giving activity-selectivity profiles that matched those obtained with fresh catalyst.
Sodium hypochlorite-promoted novel synthesis of organic ammonium tribromides and application of phenanthroline hydrotribromide in chemoselective oxidation of organic sulfides by hydrogen peroxide
Dey, Madhudeepa,Dey, Rupa R.,Dhar, Siddhartha S.
supporting information, p. 631 - 633 (2014/05/20)
A novel method of synthesis of organic ammonium tribromides (OATBs) is developed by using an inexpensive and eco-friendly sodium hypochlorite as oxidant for conversion of Br to Br3 . The OATBs thus prepared include both quaternary ammonium tribromides and N-heterocyclic tribromides. A new addition to the family of OATBs is made in the form of phenanthroline hydrotribromide. The efficacy of this new tribromide as catalyst is ascertained in the oxidative transformation of organic sulfides to their corresponding sulfoxides and sulfones by hydrogen peroxide.
Heteropolymetallic complexes containing ReO4-: Catalytic oxidation of sulfide
Li, Chen,Peng, Xiao,Zhang, Shou-Chun,Chai, Li-Yuan,Yi, Xiao-Yi
, p. 113 - 116 (2013/05/09)
Heteropolymetallic complexes [(salen)Ti(ReO4)2] (1) and [{(salen)Ti(ReO4)}2(μ-O)] (2) are easily obtained in high yields via reaction of [(salen)TiCl2] and [{(salen)TiCl 2}2(μ-O)] with (Me3SiO)ReO3, respectively (where, salen = (S,S)-N,N′-bis(3,5-di-tert-butylsalicylidene) cyclohexane-1,2-diamine dianion). The structure of complex 2 was established by single-crystal X-ray diffraction. The tetrahedral geometry of the ReO 4- anion links the dititanium unit of {(salen)Ti} 2(μ-O) in the axial positions. The Re-O-Ti bridge angles range from 146.1(2) to 162.6(2) with a Re?Ti separation of 3.780 A?. Complexes 1 and 2 are capable of catalytic oxidation of sulfides with tBuOOH.
ENANTIO- AND STEREO-SPECIFIC SYNTHESES OF β-AMINO-α- HYDROXY AMIDES
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Page/Page column 46-47, (2011/02/24)
Processes useful for the preparation of a Compound of Formula I: Formula (I). Intermediates useful for the preparation of the compound of Formula I, and processes useful for preparing said intermediates are disclosed.
New recoverable organoselenium catalyst for hydroperoxide oxidation of organic substrates
Wojtowicz, Halina,Soroko, Grazyna,Mlochowski, Jacek
, p. 2000 - 2010 (2008/09/21)
New benzisoselenazol-3(2H)-one covalently bounded to a silica support was synthesized and characterized. It was used as an effective, selective, and easy-to-regenerate catalyst for t-BuOOH and H2O2 oxidation of alkyl arenes to alkyl aryl ketones, aromatic aldehydes to arene carboxylic acids, and sulfoxides and/or sulfones. Copyright Taylor & Francis Group, LLC.
Unexpected steric effects of "remote" alkyl groups on the rate of conjugate additions to alkyl α,β-ethylenic sulfones, sulfoxides, and esters
Usera, Aimee R.,Posner, Gary H.
, p. 2329 - 2334 (2007/10/03)
Examination of conjugated ethylenic sulfones, sulfoxides, and esters in Michael-type addition reactions reveals, for the first time, that the size of the heteroatom-attached alkyl group affects the rate of conjugate addition. Molecular modeling strongly suggests that what are generally considered to be "remote" alkyl groups in -CβH=CαHS(O) n,-alkyl systems and -CH2CβH=C αHCOO-alkyl systems are actually not remote from the β-carbon atom of the Michael accepting unit. Molecular modeling clearly shows that the alkyl groups in these Michael acceptors shield the β-carbons in the following order: Et i-Pr > t-Bu.
25-SO2-SUBSITUTED ANALOGS OF 1α,25-DIHYDROXYVITAMIN D3
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Page 60, (2010/02/07)
The present invention provides novel D-ring and side-chain analogs of lα,25-dihydroxyvitamin D3, compositions comprising these compounds and methods of using these compounds as selective inhibitors of CYP24. In particular, the compounds of the
