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From Anilines to Aryl Ethers: A Facile,Efficient, and Versatile Synthetic Method Employing Mild Conditions
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Dr. Dong‐Yu Wang Ze‐Kun Yang Prof. Dr. Chao Wang Prof. Dr. Ao Zhang Prof. Dr. Masanobu Uchiyama 《Angewandte Chemie (International ed. in English)》2018,57(14):3641-3645
We have developed a simple and direct method for the synthesis of aryl ethers by reacting alcohols/phenols (ROH) with aryl ammonium salts (ArNMe3+), which are readily prepared from anilines (ArNR′2, R′=H or Me). This reaction proceeds smoothly and rapidly (within a few hours) at room temperature in the presence of a commercially available base, such as KOtBu or KHMDS, and has a broad substrate scope with respect to both ROH and ArNR′2. It is scalable and compatible with a wide range of functional groups. 相似文献
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A synthesis of thiol group functionalized crown ethers is reported. The reaction is accomplished by the direct chlorosulfonation of simple crown ethers with chlorosulfonic acid and the reduction of the sulfonyl chloride moiety with LiAlH4 in two steps. This new process is simple to operate, and it generates high‐purity mercaptobenzocrowns with excellent yields. 相似文献
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The facile synthesis of a few aryl ethers of ethynyl carbinols using the Mitsunobu reaction is reported. 相似文献
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Free Radical Hydrophosphorylation of Fluoroalkyl Vinyl Ethers: Synthesis of Fluoroalkyl Phosphonates
L. A. Oparina M. Ya. Khilko N. A. Kolyvanov N. K. Gusarova N. A. Nedolya V. N. Saprygina K. A. Apartsyn V. V. Kireeva B. A. Trofimov 《Russian Journal of General Chemistry》2020,90(4):614-618
An effective method for the synthesis of dialkyl [2-(polyfluoroalkoxy)ethyl]phosphonates by free radical hydrophosphorylation of fluoroalkyl vinyl ethers with dialkyl (H)-phosphonates was developed. The reaction proceeds in the presence of catalytic amounts of azabisisobutyric acid dinitrile (AIBN) (150°C, 2 h, portionwise addition of AIBN) to afford the target fluoroalkyl phosphonates in up to 85% isolated yield. 相似文献
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A Convenient and Efficient Procedure for Oxime Ethers 总被引:1,自引:0,他引:1
Chun Bao LI* Yi CUI Wen Qin ZHANG Jian Lin LI Shuan Ming ZHANG Michael C. K. CHOI Albert S. C. CHAN Department of Chemistry Tianjin University Tianjin Open Laboratory of Chiraltechnology Department of Applied Biology and 《中国化学快报》2002,13(2)
In connection with our asymmetric reduction research, we are of interest to synthesize ketoxime ethers because they give good enantioselectivty in the reduction system of Lewis acid-NaBH4-Ligand1. In the literature the oxime ethers were made under anhydrous conditions using strong base such as NaH or sodium alkoxides to realize the substitution reaction between alkyl halide and oxime2. The reaction has also been performed under PTC conditions3. There were cases where the yields were low… 相似文献
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E. Alksnis V. Muravenko V. Dirnens E. Lukevics 《Chemistry of Heterocyclic Compounds》2004,40(6):797-800
3,5-Disubstituted isoxazolines with an aryloxymethyl group in position 5 have been synthesized. The [2+3] cycloaddition reaction of benzonitrile oxide to a 5-chlorosalicylic acid derivative containing two allyl groups occurs to give a compound with an oxazolinylmethyl fragment both in the ester and the ether parts of the molecule. The addition of nitrile oxides to the aryl allyl ethers occurs regiospecifically to give the 5-substituted isomer. 相似文献
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New Type of Lariat Ethers: Synthesis and Cation Binding Ability of Phosphonoalkyl-Azacrown Ethers 总被引:2,自引:0,他引:2
György Keglevich Tibor Novák Péter Bakó Kálmán újszászy Krisztina Ludányi Klára Tóth László Tõke 《Journal of inclusion phenomena and macrocyclic chemistry》1999,34(3):299-309
The synthesis of azacrown ethers with phosphonoalkyl side chains of two to five carbon atoms ( 3–8, 10), potentially useful as a new type of cation binding agent, is described. Introduction of the phosphonoalkyl moiety into the parent monoaza-15-crown-5 ( 1) decreases the cation extraction ability, but results in an increase in the selectivity towards the cations examined. The effect of the phosphonoalkyl-azacrown ethers on the properties of membranes used in ion-selective electrodes is also reported. 相似文献
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YanGuangWANG JianKuiZHAO 《中国化学快报》2002,13(12):1149-1151
Catalytie amination of aryl bromides with in situ generated dimethylamines from N,N-dimethylacetamide(DMA)has been suceessfully carried out using Ni(phen)Cl2 as catalyst,Both electron-rich and electron-poor aromatie system reaeted smoothly under the conditions to give N,N-dimethylarylamines in good yields. 相似文献
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Using Bi2(SO4)3 as the catalyst and TMSCl as the additive, a wide variety of aldehydes, ketones, and acetals were smoothly condensed with aryl ethers at room temperature to provide the corresponding diarylmethanes and triarylmethanes selectively in good to excellent yields. 相似文献
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Shou Ri SHENG Hai Rong LUO Wu Kang SUN Xian HUANG 《中国化学快报》2005,16(11):1421-1423
chloride instead of primary or secondary organic halide, only 21% isolated yield of 1-tert-butoxy-1-phenylethene was obtained. Obviously, t-butyl chloride would tend to mainly take place the elimination reaction rather than the substitution reaction under sodium alkylate. Scheme 1 R1OHPhSe R2R3CHX 2NaH/THFR1OPhSeCHR2R3R1 OCHR2R3H2O21 3 4 Table 1 Preparation of vinyl ethers from 2-hydroxyalkyl phenyl selenides Entry R1 R2R3X Product a Yield (%) b 1 C6H5 CH2=CHCH2Br 4a 83 … 相似文献