- "Click" bis-triazoles as neutral C-H?anion-acceptor organocatalysts
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A new player on the field! "Click" bis-triazoles have been introduced as a highly efficient new class of neutral C-H?anion-binding organocatalysts (see scheme). DFT and NMR studies were used to confirm this activation modus and identify the optimal catalyst. Copyright
- Beckendorf, Stephan,Asmus, S?ren,Mück-Lichtenfeld, Christian,García Manche?o, Olga
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p. 1581 - 1585
(2013/03/14)
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- Design, synthesis and identification of a new class of triarylmethyl amine compounds as inhibitors of apolipoprotein e production
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We have identified a new class of triarylmethyl amine compounds that can inhibit apolipoprotein E (apoE) production. ApoE is a cholesterol- and lipid-carrier protein implicated in aging, atherosclerosis, Alzheimer's Disease (AD), and other neurological and lipid-related disorders. Attenuation of apoE production is generally considered to be of therapeutic value. A majority of the apoE in the brain is produced by astrocytes. Here, we describe the design, synthesis, and biological screening of a small library of compounds that led to the identification of four triarylmethyl amines as potent inhibitors of apoE production in CCF-STTG1 astrocytoma cells.
- Singh, Mandeep,Schott, Jason T.,Leon, Martin A.,Granata, Robert T.,Dhah, Harkiran K.,Welles, Jason A.,Boyce, Michelle A.,Oseni-Olalemi, Hafeez S.,Mordaunt, Charles E.,Vargas, Anthony J.,Patel, Nilay V.,Maitra, Santanu
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p. 6252 - 6255
(2012/10/29)
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- Low-valent titanium mediated reductive cleavage of O/N-trityl bonds via free radical pathway
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Low-valent titanium mediated cleavage of trityl-O/N bonds in trityl ethers/amines via electron transfer process is reported. Chemoselective deprotection of trityl ethers in preference to benzyl ethers is achieved. The ease of cleavage of protected alcohols and amines is in the order O-allyl > O-trityl > O-benzyl; N-trityl > O-trityl bonds.
- Rele, Shyam,Nayak, Sandip K.
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p. 3533 - 3540
(2007/10/03)
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- The rearrangement of N-triarylmethyl anilines to their p-triarylmethyl derivatives
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The N-triarylmethyl anilines Ph3C-NHAr (Ar = Ph, o-Me-C6H4, m-Me-C6H4, p-Me-C6H4, p-O2N-C6H4, p-Ph3C-C6H4) and Ar'3C-NHPh tBu-C6H4)3C> prepared by the reaction of Ph3C-Cl with anilines ArNH2 and of the corresponding chlorides Ar'3C-Cl with aniline (at 50-100 deg C), undergo a Hoffmann-Martius rearrangement to p-triarylmethyl derivatives (i.e., p-Ar'3C-C6H4-NH2 for Ar = Ph) when they are heated (ca. 185 deg C) with equimolar amounts of PhNH3(1+)Cl(1-).The latter catalyses the rearrangement probably through the formation of the instable anilinium salt Ar'3C-NH2Ar(1+)Cl(1-) that serves as a Ar'3C(1+) ion source.Ar'3C(1+) in a second step (electrophilic aromatic substitution) leads with excess of ArNH2 to p-substituted derivatives (e.g. p-Ar'3C-C6H4-NH2).A free radical mechanism, resonable in view of the high temperatures used (ca. 185 deg C), could be excluded; Ar'3C-NHAr undergoes homolysis of the C-N bond to Ar'3C. radicals at temperatures higher than 200 deg C, a fact which was established using ESR spectroscopy and product analysis.
- Siskos, Michael G.,Tzerpos, Nikolaos I.,Zarkadis, Antonios K.
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p. 759 - 768
(2007/10/03)
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