- 1,3-Diethynylbicyclo[1.1.1]pentane, a useful molecular building block
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1,3-Diethynylbicyclo[1.1.1]pentane (DEBCP) has been found to be a valuable molecular building block mostly for the synthesis of extended, rigid, rod-like molecules. With its straightforward linear geometry, DEBCP can be used as a nonconjugated alternative to more frequently used π-conjugated, rod-like building blocks. Examples of reactions that introduce DEBCP into larger structures are (1) the reaction of DEBCP lithium acetylides with electrophiles such as TMSCl, CO2, and Ph2PCl, (2) Sonogashira-Hagihara cross-coupling reactions with aryl or heteroaryl iodides or bromides, and (3) umpolung reactions that afford the corresponding dibromo and diiodo derivatives of DEBCP, which then successfully react with tert-C-cuprates derived from p- and m-dicarbadodecaboranes or bicyclopentanes. These umpolung reactions afforded a new class of molecular rods that combine carborane or bicyclo[1.1.1]pentane cages with ethynylene linkers. Many of the DEBCP derivatives were studied by single-crystal X-ray diffraction. They form well-organized arrays of molecular rotors, the DEBCP units, and so can be considered as examples of artificial molecular-size machines. Copyright
- Kaleta, Jiri,Necs, Marek,Mazal, Ctibor
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- 3-chloro-2-chloromethyl propylene, preparation method and application thereof
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The invention relates to 3-chloro-2-chloromethyl propene, a preparation method and application thereof. The preparation method comprises the step that 1, 3-dichloroacetone is subjected to a carbonization reaction under the action of a catalyst to obtain 3-chloro-2-chloromethyl propene. According to the invention, 1, 3-dichloroacetone serves as a raw material and is subjected to a carbonization reaction under the action of a catalyst to obtain a product 3-chloro-2-chloromethyl propene in one step, wherein the raw materials are easy to obtain, the steps are simple, a large amount of wastewater is not generated in the preparation process, the method is environment-friendly, the yield of the final product is high and can reach 51-65%, and the 3-chloro-2-chloromethyl propylene can be applied to the synthesis of bridged ring compounds.
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Paragraph 0052; 0055-0056; 0066; 0067
(2021/06/26)
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- Synthetic method of 1,1-dibromo-2,2-dual(chloromethyl)-cyclopropane
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The invention discloses a synthetic method of 1,1-dibromo-2,2-dual(chloromethyl)-cyclopropane. The method comprises the following steps that chlorine substitution reaction happens to 2-amino-2-hydroxylmethylpropane-1,3-diol to obtain (1,3-dichloro-2-(chloromethyl)propane-2-group)amino-sulfone-ketone; the (1,3-dichloro-2-(chloromethyl)propane-2-group)amino-sulfone-ketone is hydrolyzed through a concentrated sulfuric acid aqueous solution to obtain 1,3-dichloro-chloromethylpropyl-2-amine-sulfate; the 1,3-dichloro-chloromethyl-propyl-2-amine-sulfate is subjected to salt dissolution on the alkaline condition, and is subjected to cyclization to form 2,2-dual(chloromethyl)aziridine; reaction happens to 2,2-dual(chloromethyl)aziridine and sodium nitrite to form 3-chloro-2-chloromethyl-propyl-1-alkene; and the 3-chloro-2-chloromethyl-propyl-1-alkene reacts with bromoform on the alkaline condition to generate 1,1-dibromo-2,2-dual(chloromethyl)-cyclopropane. The synthetic method of 1,1-dibromo-2,2-dual(chloromethyl)-cyclopropane is simple and can be used for enlarged production.
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Paragraph 0037-0038; 0043
(2020/02/17)
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- COMPOUNDS
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The present invention features compounds of formula (I): and salts thereof, pharmaceutical compositions comprising said compounds, and uses of such compounds in treating or preventing viral infections, such as HCV infections, and diseases associated with such infections.
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Page/Page column 41
(2012/06/01)
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- Simple Syntheses of 2-Hydroxymethyl-1,3-propanediol and Related Compounds
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A significantly improved synthesis of 2-hydroxymethyl-1,3-propanediol involves benzoylation of 2-hydroxymethyl-2-nitro-1,3-propanediol, replacement of the nitro group by hydrogen using tributylstannane, and methanolysis.Other simple procedures yield the corresponding trimethanesulfonate, triiodide, and trichloride.Dehydrohalogenation of the triiodide and the trichloride by DBU provides 3-iodo-2-(iodomethyl)propene and the corresponding dichloride, respectively.All of these useful compounds are now readily available for the first time.
- Latour, Stephan,Wuest, James D.
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p. 742 - 744
(2007/10/02)
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- Synthesis and Characterization of Polychlorinated Isobutenes
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The preparation of polychlorinated methallylic chlorides by continuous chlorination of isobutene with different ratios of chlorine and following HCl-elimination is described.The structure is proved by reaction of the polychlorinated isobutenes with sodium thiolacetate and potassium thiocyanate and by spectroscopic methods.
- Schulze, K.,Hartmann, S.,Krueger, H.,Muehlstaedt, M.,Richter, C.,Richter, H.
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p. 433 - 442
(2007/10/02)
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- REACTIONS OF CHLORINE MONOFLUORIDE. IV. ADDITION OF CHLORINE MONOFLUORIDE TO HALOGEN-SUBSTITUTED ALKENES
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The reactions of chlorine monofluoride with halogenoethylenes (1,1-dichloro-, 1,2-dichloro-, trichloro-, and tetrachloroethylenes) and halogenopropenes ( 3-bromo-, 3,3,3-trichloro-, E- and Z-1,3-dichloro-, 3-chloro-2-methyl-, and perfluoropropenes) were investigated in inert solvents in the presence of ethyl acetate as external nucleophile.In all cases chloroacyloxy adducts were isolated and identified in addition to the chlorofluorination products, and this indicates an electrophilic mechanism for the chlorofluorination of polyhalogenoalkenes.Methyl chloromaleate, chlorofumarate, chlorofluoroethylenedicarboxylate, α,β-difluoroacrylate, and perfluoromethacrylate in anhydrous hydrogen fluoride form the corresponding chlorofluoro adducts with satisfactory yields, whereas the reaction takes place with difficulty in inert solvents.
- Boguslavskaya, L. S.,Chuvatkin, N. N.,Panteleeva, I. Yu.
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p. 1832 - 1842
(2007/10/02)
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- Regiospecific addition of benzeneselenenyl halide to 1,1-disubstituted olefins
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The reaction of benzeneselenenyl halide with a variety of 1,1-disubstituted olefins under controlled conditions yields regiospecifically the anti-Markovnikov adducts which have been converted into the synthetically yseful vinyl halides and allyl halides.
- Ho, Pak-Tsun,Kolt, Ralph J.
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p. 663 - 666
(2007/10/02)
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- PYROLYSIS OF 3-CHLORO-2,2-DICHLOROMETHYLPROPIONIC ACID
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At 200-220 deg C 3-chloro-2,2-dichloromethylpropionic acid undergoes pyrolytic decomposition, accompanied by decarboxylation and dehydrochlorination with the quantitative formation of 3-chloro-2-chloromethyl-1-propene.In the presence of quinoline the reaction begins at 100 deg C.The formation of 1,3-dichloro-2-chloromethylpropane as intermediate product is not observed.The 3-chloro-2,2-dichloromethylpropionate ion is not the intermediate product of pyrolysis.
- Gafarov, A. N.,Kharasova, T. S.,Nikol'skaya, V. F.
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p. 2173 - 2174
(2007/10/02)
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