- Unexpected reaction of dimethyl acetylenedicarboxylate with in situ generated arylketenes catalyzed by 1-methylimidazole
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(Chemical Equation Presented) An unexpected 1-methylimidazole-catalyzed reaction of dimethyl acetylenedicarboxylate (DMAD) with in situ generated arylketenes leading to the synthesis of dimethyl 2-arylidenesuccinates under mild conditions is described. A plausible mechanism has been proposed.
- Ding, Hanfeng,Ma, Cheng,Yang, Yewei,Wang, Yanguang
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- Phosphine-Catalyzed Cross-Coupling of Benzyl Halides and Fumarates
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A phosphine-catalyzed olefinic cross-coupling between benzyl halides and fumarates is described, which affords trisubstituted alkenes in good yields and excellent E-selectivity under metal-free conditions. Mechanistic studies suggest a catalytic cycle involving phosphorus ylide formation, Michael addition, water-assisted hydrogen transfer, and phosphine elimination.
- Yan, Tingting,Babu, Kaki Raveendra,Wu, Yong,Li, Yang,Tang, Yuhai,Xu, Silong
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supporting information
p. 4570 - 4574
(2021/06/28)
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- Silver sequestration of halides for the activation of Pd(OAc)2 catalyzed Mizoroki-Heck reaction of 1,1 and 1,2 - Disubstituted alkenes
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A ligand free catalytic system consisting of Pd(OAc)2 (cat) and stoichiometric quantities of silver salts, AgOAc or AgBF4, exhibit high efficiency in the Mizoroki-Heck arylation, transforming aryl iodides and 1,1 as well as 1,2 disubstituted alkenes into 1,1,2 – trisubstituted aryl alkenes in excellent yields in very short reaction times.
- Bangar, Pronnoy G.,Jawalkar, Priyanka R.,Dumbre, Swapnil R.,Patil, Dharmaraj J.,Iyer, Suresh
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- Novel Base-Free Catalytic Wittig Reaction for the Synthesis of Highly Functionalized Alkenes
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A highly efficient catalyst system for base-free catalytic Wittig reactions has been developed and optimized. Initially, several potential (pre)catalysts as well as different silanes as reducing agents were screened. A system based on a readily available
- Schirmer, Marie-Luis,Adomeit, Sven,Spannenberg, Anke,Werner, Thomas
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supporting information
p. 2458 - 2465
(2016/02/12)
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- Synthesis of 6-deoxymollugins and their inhibitory activities on tyrosinase
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A series of 6-deoxymollugins were prepared five steps from benzaldehyde and its derivatives via phenylboronic acid-catalyzed chromenylation as a key step. Their inhibitory activities against tyrosinase from mushroom were evaluated to show that the parent,
- Liang, Jing Lu,Javed, Umair,Lee, Seung Ho,Park, Jae Gyu,Jahng, Yurngdong
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p. 862 - 872
(2014/08/05)
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- A convenient synthesis of substituted 3-alkoxycarbonyl-β,γ-unsaturated esters with predominant Z-selectivity
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The synthesis of substitued 3-alkoxycarbonyl-3β,γ-unsaturated esters with predominant Z-selectivity was discussed. The Z- and E-isomer were separated by column chromatography. The chemical shift of vinyl proton was assigned in the range of δ = 7.82-7.91 as E-isomer, while that in the range of δ = 6.73-6.89 as Z-isomer. The IR spectra of liquid products were determined as films on a Digilab FTS-20E spectrometer.
- Shen, Yanchang,Zhang, Yuming
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p. 276 - 279
(2007/10/03)
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- Sequential Transformation of Diethyl Phosphite. A Convenient Synthesis of Substituted (E)-3-Alkoxycarbonyl-β,γ-unsaturated Esters
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The sequential reaction of diethyl phosphite with sodium alkoxide, dimethyl maleate and aldehydes affords substituted (E)-3-alkoxycarbonyl-β,γ-unsaturated esters in 63-73% yields.
- Shen, Yanchang,Zhang, Zenghong
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p. 642 - 643
(2007/10/03)
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- Synthesis of Enol Lactones of 3-Aroyl-2-(thienylmethylene)-propionic Acids and their Conversion into the Corresponding 4-Arylbenzothiophene-6-carboxylic Acids
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Heterocyclic aldehydes such as 2-thiophenecarbaldehyde (1) condense with 3-aroylpropionic acids 2 or their sodium salts to give the enol lactones 3a-d of 3-aroyl-2-(2-thienylmethylene)propionic acids.Isomerization of 3a-d leads to the corresponding 4-aryl
- Guirguis, Nadia R.,Awad, Boshra M.,Saad, Hanaa A.
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p. 1003 - 1011
(2007/10/02)
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- Annelation Reactions of N-Heterocycles to Condensed Pyridones with Bridgehead Nitrogen
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The Horner-Wittig reaction of aromatic and heteroaromatic aldehydes with phosphono succinates gives the methylenesuccinates 2a-m and 4a-k in satisfactory yields.The compounds obtained have the E-configuration, as shown by 1H-NMR-spectroscopic and by chemi
- Linke, Siegfried,Kurz, Juergen,Lipinski, Dietmar,Gau, Wolfgang
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p. 542 - 556
(2007/10/02)
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