- Achieving Enantioselectivity in Difficult Cyclohexa-1,3-diene Diels-Alder Reactions with Sulfur-Stabilized Silicon Cations as Lewis Acid Catalysts
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A novel cationic silicon-sulfur Lewis pair with a chiral H8-binaphthyl backbone is reported. It catalyzes otherwise sluggish Diels-Alder reactions of cyclohexa-1,3-diene and chalcone derivatives in good yields and decent enantioselectivities (up to 81% ee). The enantioinduction is highest with a [1,1′-biphenyl]-4-yl substituent at the carbonyl carbon atom. This moiety can be later converted into a carboxyl group by Baeyer-Villiger oxidation. The same oxidant also epoxidizes the double bond in the cycloadduct, and the epoxide engages in a lactonization with the carboxylic acid. Synthetically interesting hexahydro-3,6-methanobenzofuran-2(3H)-one skeletons are obtained in one pot.
- Shaykhutdinova, Polina,Oestreich, Martin
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supporting information
p. 7029 - 7033
(2018/11/24)
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- Bi(OTf)3 catalyzed disproportionation reaction of cinnamyl alcohols
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Bi(OTf)3 catalyzed disproportionation reaction of cinnamyl alcohols provides chalcones and benzyl styrenes. The use of various metal triflates is investigated herein for facile and efficient redox transformation. A plausible mechanism has been proposed.
- Chan, Chieh-Kai,Tsai, Yu-Lin,Chang, Meng-Yang
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p. 3368 - 3376
(2017/05/22)
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- Polyaniline coated on celite, a heterogeneous support for palladium: Applications in catalytic Suzuki and one-pot Suzuki-aldol reactions
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Particles of celite were coated with polyaniline, characterized and used as a support for heterogenization of palladium metal ions. The prepared heterogeneous palladium catalysts were screened for Suzuki-Miyaura and one-pot Suzuki-aldol reactions with high conversions. The process of heterogenization on celite reduces the PANI consumption ten-fold when anchoring palladium ions onto the support. The recyclable catalyst was also used for the sunlight mediated Suzuki-Miyaura reaction with good conversion.
- Patel, Heta A.,Patel, Arun L.,Bedekar, Ashutosh V.
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p. 8935 - 8945
(2016/10/13)
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- Transition-Metal-Free Synthesis of Homo- and Hetero-1,2,4-Triaryl Benzenes by an Unexpected Base-Promoted Dearylative Pathway
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An unprecedented approach for the synthesis of homo- and hetero-1,2,4-triaryl benzenes has been developed using a simple base-mediated reaction of either α-aryl cinnamyl alcohols or α,γ-di-aryl propanones. The salient feature of this strategy involves the sequential hydride transfer, regiospecific condensation, regiospecific dearylation, and aromatization under metal-free reaction conditions. The synthesis of unsymmetrically substituted triphenylenes by oxidative coupling of the synthesized 1,2,4-triaryl benzenes has also been demonstrated.
- Rehan, Mohammad,Maity, Sanjay,Morya, Lalit Kumar,Pal, Kaushik,Ghorai, Prasanta
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supporting information
p. 7728 - 7732
(2016/07/07)
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- Water compatible multicomponent cascade suzuki/heck-aldol, suzuki-aldol-suzuki, and aldol-suzuki-aldol reactions: An ecofriendly paradigm for multiple carbon-carbon bond formation in one pot
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Aryls in hot water: A versatile strategy has been devised for the synthesis of biologically active biaryl(hetero)chalcones from readily available precursors (see scheme). The method is step, pot, and carbon economic, ligand-free, devoid of toxic reagents/solvents, and has a wide substrate scope. Copyright
- Kumar, Rajesh,Richa,Andhare, Nitin H.,Shard, Amit,Sinha, Arun K.
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supporting information
p. 14798 - 14803
(2013/11/06)
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- Antimicrobial, analgesic, DPPH scavenging activities and molecular docking study of some 1,3,5-triaryl-2-pyrazolines
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A series of 1,3,5-triaryl-2-pyrazolines 2a-g were synthesized by the reaction of 4,40-disubstituted chalcone with phenyl hydrazine. All these compounds were characterized by NMR, IR and mass spectral and single crystal XRD data. All the synthesized produc
- Samshuddin, Seranthimata,Narayana, Badiadka,Sarojini, Balladka Kunhanna,Raj, Chenna Govindaraju Darshan,Khan, Mahmud Tareq Hassan,Yathirajan, Hemmige S.,Raghavendra, Ramappa
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p. 2012 - 2022,11
(2020/07/30)
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- Etherification of darylmethanols and 1-phenylalkan-1-ols over platinum on carbon
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In the presence of platinum on carbon (Pt/C), diarylmethanols and donor substituted 1-phenylalkan-1-ols undergo cross-etherification with primary and secondary alcohols.
- Thiemann, Thies
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experimental part
p. 515 - 525
(2010/04/23)
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- Synthesis and biological evaluation of aromatic enones related to curcumin
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Curcumin, a natural product isolated from the spice turmeric, has been shown to exhibit a wide range of pharmacological activities including certain anti-cancer properties. It has been specifically shown to be an effective inhibitor of angiogenesis both in vitro and in vivo. Using curcumin as a lead compound for anti-angiogenic analog design, a series of structurally related compounds utilizing a substituted chalcone backbone have been synthesized and tested via an established SVR cell proliferation assay. The results have yielded a wide range of compounds that equal or exceed curcumin's ability to inhibit endothelial cell growth in vitro. Due to both their commercial availability and their fairly straightforward synthetic preparation, these low molecular weight compounds are attractive leads for developing future angiogenic inhibitors.
- Robinson, Thomas Philip,Hubbard IV, Richard B.,Ehlers, Tedman J.,Arbiser, Jack L.,Goldsmith, David J.,Bowen, J. Phillip
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p. 4007 - 4013
(2007/10/03)
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- ELECTROLUMINESCENT DEVICE
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Disclosed are electroluminescent devices that comprise organic layers that contain certain organic compounds containing one ore more pyrimidine moieties. The organic compounds containing one ore more pyrimidine moieties are suitable components of blue-emi
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