- CARBONATE DERIVATIVE PRODUCTION METHOD
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The objective of the present invention is to provide a method for producing a carbonate derivative in a safe and efficient manner. The method for producing a carbonate derivative according to the present invention is characterized in comprising irradiating light on a composition containing a C1-4 halogenated hydrocarbon having one or more kinds of halogen atoms selected from the group consisting of a chlorine atom, a bromine atom and an iodine atom, a nucleophilic functional group-containing compound and the specific base in the presence of oxygen.
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Paragraph 0176-0177
(2020/04/09)
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- Trithioorthoester Exchange and Metathesis: New Tools for Dynamic Covalent Chemistry
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To expand the toolbox of dynamic covalent and systems chemistry, we investigated the acid-catalyzed exchange reaction of trithioorthoesters with thiols. We found that trithioorthoester exchange occurs readily in various solvents in the presence of stoichiometric amounts of strong Bronsted acids or catalytic amounts of certain Lewis acids. The scope of the exchange reaction was explored with various substrates, and conditions were identified that permit clean metathesis reactions between two different trithioorthoesters. One distinct advantage of S, S, S-orthoester exchange over O, O, O-orthoester exchange is that the exchange reaction can kinetically outcompete hydrolysis, thereby making the process less sensitive to residual moisture. We expect that the relatively high stability of the products might be beneficial in future supramolecular receptors or porous materials.
- Bothe, Michael,Furlan, Ricardo L. E.,Orrillo, A. Gastón,Von Delius, Max
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supporting information
p. 1988 - 1994
(2019/10/22)
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- Concise and Additive-Free Click Reactions between Amines and CF3SO3CF3
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Trifluoromethyl trifluoromethanesulfonate has proved to be an excellent reservoir of difluorophosgene and a promising click ligation for amines in the preparation of urea derivatives, heterocycles, and carbamoyl fluorides under metal- and additive-free conditions. The reactions are rapid, efficient, selective, and versatile, and can be performed in benign solvents, giving products in excellent yields with minimal efforts for purification. The characteristics of the reactions meet the requirements of a click reaction. The use of trifluoromethyl trifluoromethanesulfonate as a click reagent is advantageous over other “CO” sources (e.g., TsOCF3, PhCO2CF3, CsOCF3, AgOCF3, and triphosgene) because this reagent is readily accessible; easy to scale up; and highly reactive, even under metal- and additive-free conditions. It is anticipated that CF3SO3CF3 will be increasingly as important as SO2F2 as a click agent in future drug design and development.
- Song, Hai-Xia,Han, Zhou-Zhou,Zhang, Cheng-Pan
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supporting information
p. 10907 - 10912
(2019/08/02)
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- Friedel-crafts-type alkylation with bromodifluoro(phenylsulfanyl)methane through α-fluorocarbocations: Syntheses of thioesters, benzophenones and xanthones
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Bromodifluoro(phenylsulfanyl)methane undergoes a Friedel-Crafts-type alkylation, through α-fluorocarbocations, with activated aromatic compounds yielding thioesters and/or benzophenones. The methodology has been applied to the synthesis of naturally occurring xanthone derivatives.
- Kuhakarn, Chutima,Surapanich, Nakin,Kamtonwong, Siriporn,Pohmakotr, Manat,Reutrakul, Vichai
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supporting information; scheme or table
p. 5911 - 5918
(2011/12/05)
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- DECARBONYLATION DES DITHIOCARBONATES: UNE VOIE D'ACCES GENERALE AUX COMPLEXES BINUCLEAIRES BIS-μ-(S-ALKYL)-HEXACARBONYLEDIFER
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Dithiocarbonates R1SC(O)SR2 (IV) react with to afford the bis-μ-(S-alkyl)-hexacarbonyldiiron coordination compounds: I (R1=R2), II (R1R2=bridging hydrocarbon chain) and III (R1*R2) after a double fragmentation pattern accompanied by loss of carbonyl groups.This unexpected reactivity of ligands IV offers a general route to binuclear iron compounds such as I and II.Some reaction intermediates (V) which led to I, have been identified.However the redistribution of S-alkyl groupings which occurs during the complexation of IV (R1*R2) shows that the decarbonylation reaction can follow several pathways.
- Lagadec, Armelle,Dabard, Rene,Misterkiewicz, Boguslaw,Le Rouzic, Arnette,Patin, Henri
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p. 381 - 388
(2007/10/02)
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- The Reaction of N-Dichloromethylene-N,N-dimethylammonium Chloride (Vieche's Salt) with Thiophenols and Phenols: a Synthesis of Unsymmetrical Diaryl Carbonates
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The reaction of N-dichloromethylene-N,N-dimethylammonium chloride (Viehe's salt) with various thiophenols and phenols is reported.The resulting intermediate salts are generally transformed by water or sodium hydrogen sulfide to thiocarbonates and thiocarbamates.An efficient synthesis of unsymmetrical diaryl carbonates is discussed.
- Copeland, Christopher,Stick, Robert V.
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p. 1483 - 1487
(2007/10/02)
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