5524-57-2Relevant academic research and scientific papers
Reactions of organolithiums with dialkyl oxalates. A flow microreactor approach to synthesis of functionalized α-keto esters
Nagaki, Aiichiro,Ichinari, Daisuke,Yoshida, Jun-Ichi
supporting information, p. 3242 - 3244 (2013/05/08)
Reactions of functionalized aryllithiums with dialkyl oxalates were achieved using a flow microreactor to obtain α-keto esters with high selectivity by virtue of fast 1:1 micromixing.
Aryllithiums with increasing steric crowding and lipophilicity prepared from chlorides in diethyl ether. the first directly prepared room-temperature-stable dilithioarenes
Screttas, Constantinos G.,Steele, Barry R.,Micha-Screttas, Maria,Heropoulos, Georgios A.
supporting information, p. 5680 - 5683 (2013/01/15)
A convenient procedure has been developed for the preparation of synthetically useful, room-temperature-stable aryllithiums starting from aryl chlorides and lithium metal. The method provides a route to aryllithiums which have previously not been accessible cleanly or could only be prepared by using more expensive starting materials.
Simply air: Vanadium-catalyzed oxidative kinetic resolution of methyl o-chloromandelate by ambient air
Yin, Lu,Jia, Xian,Li, Xing Shu,Chan, Albert S.C.
experimental part, p. 774 - 777 (2011/11/12)
Vanadium-catalyzed oxidative kinetic resolution (OKR) of methyl o-chloromandelate 2a, key intermediate of the well-known oral antiplatelet agent (S)-clopidogrel, was achieved by ambient air for the first time. The air oxidation system, which was composed of vanadium and tridentate Schiff base ligands derived from amino alcohols and salicylaldehyde derivatives, afforded an efficient and economic approach to the target intermediate with high enantioselectivities (>99% ee).
CeCl3·7H2O: An effective additive in ru-catalyzed enantioselective hydrogenation of aromatic α-ketoesters
Meng, Qinghua,Sun, Yanhui,Ratovelomanana-Vidal, Virginie,Genet, Jean Pierre,Zhang, Zhaoguo
, p. 3842 - 3847 (2008/09/21)
(Chemical Equation Presented) In the presence of catalytic amounts of CeCl3·7H2O, [RuCl(benzene)(S)-SunPhos]Cl is a highly effective catalyst for the asymmetric hydrogenation of aromatic α-ketoesters. A variety of ethyl α-hydroxy-α-arylacetates have been prepared in up to 98.3% ee with a TON up to 10 000. Challenging aromatic α-ketoesters with ortho substituents are also hydrogenated with high enantioselectivities. The addition of CeCl3·7H2O not only improves the enantioselectivity but also enhances the stability of the catalyst. The ratio of CeCl3·7H2O to [RuCl(benzene)(S)-SunPhos]Cl plays an important role in the hydrogenation reaction with a large substrate/catalyst ratio.
AMINO SUBSTITUTED PYRIMIDINES AND TRIAZINES
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, (2008/06/13)
Pyrimidines and triazines of formula (I) wherein R is C 1-6alkyl, amino, mono-or diC 1-6alkylamino; R 1 is hydrogen, C 1-6alkyl, C 3-6alkenyl, hydroxyC 1-6alkyl or C 1-6alkyloxy-C 1-6alkyl; R 2 is C 1-6alkyl, mono-or diC 3-6cycloalkylmethyl, phenylmethyl, substituted phenylmethyl, C 1-6alkyloxy-C 1-6alkyl, hydroxyC 1-6alkyl, C 1-6alkyloxycarbonylC 1-6alkyl, C 3-6alkenyl; or R 1 and R 2 taken together with the nitrogen to which they are attached may form a pyrrolidinyl, morpholinyl or piperidinyl group; X is N or CR 3; R 3 is hydrogen or C 1-6alkyl; R 4 is phenyl or substituted phenyl; A is or--CR 7R 8--wherein R 5 and R 6 each independently are hydrogen or C 1-4alkyl; R 7 is hydrogen or OH, R 8 is hydrogen or C 1-6alkyl; having CRF receptor antagonistic properties; pharmaceutical compositions containing these compounds as active ingredients; methods of treating disorders related to hypersecretion of CRF such as depression, anxiety, substance abuse, by administering an effective amount of a compound of formula (I).
Syntheses of Aryl Glyoxylate. I. The Reaction of Alkyl Dichloro(alkoxy)acetates with Aromatics in the Presence of Lewis Acid
Itoh, Osamu,Nagata, Takayoshi,Nomura, Isamu,Takanaga, Tetsuya,Sugita, Toshio,Ichikawa, Katsuhiko
, p. 810 - 814 (2007/10/02)
Ethyl dichloro(ethoxy)acetate(1) and methyl dichloro(methoxy)acetate(2) were characterized.The reaction of 1 and 2 with aromatics in the presence of AlCl3 gave a considerable yield of aromatic α-keto ester.The aromatics included mono- and polymethylbenzene and anisol.The reaction was studied under various conditions and the results were compared with the acylation by ethoxalyl or methoxalyl chloride.The reaction mechanism was also discussed.
