- An Investigation on the Production of Random Copolymer with Monothiocarbonate and Trithiocarbonate Units over Cyclic Thiocarbonate via Metal-free Catalysis
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Synthesis of poly(thiocarbonate)s from the copolymerization of epoxides and carbon disulfide (CS2) remains a tough challenge, due to inevitable oxygen-sulfur atom scrambling process. In this work, we utilized the oxygen-sulfur exchange reaction
- Cao, Xiao-Han,Hu, Lan-Fang,Wang, Ying,Yang, Jia-Liang,Zhang, Xing-Hong
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supporting information
(2020/02/05)
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- NBS/DMSO-mediated synthesis of (2,3-dihydrobenzo[b] [1,4]oxathiin-3-yl)methanols from aryloxymethylthiiranes
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(2,3-Dihydrobenzo[b][1,4]oxathiin-3-yl)methanols were synthesized via reactions of aryloxymethylthiiranes and N-bromosuccinimide (NBS) in DMSO under microwave irradiation. The reaction mechanism was proposed as an intramolecular aromatic electrophilic substitution of 1-bromo-2-(aryloxymethyl)thiiran-1-iums, generated from aryloxymethylthiiranes and NBS, and the subsequent DMSO nucleophilic ring opening reaction of thiiran-1-iums followed by the water displacement. The current method provides a direct and simple strategy in the efficient preparation of (2,3-dihydrobenzo[b][1,4]oxathiin-3-yl)methanols from readily available aryloxymethylthiiranes.
- Dong, Jun,Xu, Jiaxi
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p. 9037 - 9044
(2018/06/08)
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- Facile synthesis of thietanes via ring expansion of thiiranes
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Thietanes are pharmaceutically important cores of some biological compounds and intermediates of organic synthesis. Various thietanes were prepared from thiiranes via ring expansion through a reaction with trimethyloxosulfonium iodide in the presence of sodium hydride. The reaction process is a nucleophilic ring-opening reaction of thiiranes with dimethyloxosulfonium methylide, generated from trimethyloxosulfonium iodide and sodium hydride, and subsequent intramolecular displacement (cyclization) of thiolates to the dimethyloxosulfonium moiety. The current method provides a new strategy for efficient preparation of thietanes from readily available thiiranes.
- Dong, Jun,Xu, Jiaxi
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p. 836 - 844
(2017/02/05)
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- Lipase-catalyzed enantiomeric separation of 1-aryloxy-3-thiocyanatopropan- 2-ols: An attempt to prepare optically active thiiranes
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Opening of the epoxide ring of several arylglycidyl ethers with thiocyanato anion followed by acetylation yielded racemic mixtures of 1-aryloxy-3- thiocyanato-propan-2-yl acetates. A lipase-catalyzed hydrolysis of the acetates resulted in the separation of the enantiomers. The unstable, optically active (S)-1-aryloxy-3-thiocyanatopropan-2-ols, were converted into the corresponding 2-aryloxymethyl thiiranes, which instantly polymerized to yield the optically active oligomers.
- Lukowska, Edyta,Plenkiewicz, Jan
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p. 2149 - 2156
(2007/10/03)
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- Conversion of epoxides into 2-hydroxyethyl thiocyanates with NH 4SCN in the presense of 2,6-BIS[2-(O-amino phenoxy)methyl]-4-bromo-1- methoxybenzene (BABMB) as catalyst
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A convenient and efficient procedure for the ring-opening of 1,2-epoxyethanes with ammonium thiocyanate in the presence of 2,6-bis[2-(o-aminophenoxy)methyl]-4-bromo-1-methoxybenzene (BABMB) is described. In this study, a reagent and conditions have been discovered with which the individual 2-hydroxyethyl thiocyanates can be synthesized in high yield and with more than 90% regioselectivity. Thus, several 2-hydroxyethyl thiocyanates, useful intermediates toward biological-active molecules, are easily obtained in very good yields.
- Niknam, Khodabakhsh
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p. 499 - 506
(2007/10/03)
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- Reaction of 4-(N,N-Dimethylaminophenyl)magnesium Bromide with Palladium Tetrakis(triphenylphosphine)
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(α-Chloroalkyl)thiiranes react with sodium phenolates at heating in water-alcohol mixtures furnishing phenoxymethylthiiranes, 3-phenoxythietanes (resulting from thiirane-thietane rearrangement), or their mixture. The increased polarity of solvent favors t
- Tomashevskii,Sokolov,Potekhin
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p. 226 - 234
(2007/10/03)
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- Pesticidal compositions containing phosphoric esters and divalent sulphur compounds
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Pesticidal composition comprising: a pesticidal, phosphoric ester the molecule of which has at least one alkyl group of 1 to 3 carbon atoms, 0.05 to 10% of an agent stabilizing the said ester against decomposition by protonisation, together with adjuvants characterized in that the stabilizing agent comprises at least one sulphur compound containing per molecule at least one divalent sulphur atom of which one valence is bonded to an atom chosen from sulphur, carbon, nitrogen, hydrogen, and metals capable of giving a salt, the other valence being bonded to an atom chosen from hydrogen, the carbon atom already noted, a second carbon atom, the nitrogen atom already noted, a second nitrogen atom, the metal atom already noted in the case of a metal of valence greater than one, a second atom of metal and oxygen when the first valence is not attached to an atom of hydrogen, the proportion of sulphur calculated with reference to the weight of the sulphur compound being between 5 and 99%. Process for stabilizing a phosphoric ester of which the molecule possesses at least one alkyl group containing 1 to 3 carbon atoms characterized in that there is added to the phosphoric ester or to a mixture which contains it, 0.05 to 10% calculated on the weight of the phosphoric acid ester of an agent capable of stabilizing the said phosphoric ester against protonisation and comprising at least one sulphur compound such as that defined thereupon.
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