1071-46-1Relevant articles and documents
Electrocatalytic carboxylation of aliphatic halides at silver cathode in acetonitrile
Niu, Dong-Fang,Xiao, Li-Ping,Zhang, Ai-Jian,Zhang, Gui-Rong,Tan, Qi-Yun,Lu, Jia-Xing
, p. 10517 - 10520 (2008)
A simple and efficient electrocarboxylation reaction of aliphatic halides has been developed using silver as cathode, magnesium as anode and CH3CN saturated CO2 as solvent in an undivided cell. The influence of some key factors (such as the nature of electrode materials, supporting electrolytes and temperature) on this reaction was investigated. Under the optimized condition, the corresponding carboxylic acids were obtained in moderate to good yields (22-89%). The electrochemical behaviour was studied at different electrodes (Ag, Cu, Ni and Ti) by cyclic voltammetry, which showed significant electrocatalytic effect of the silver electrode towards the reductive carboxylation of aliphatic halides.
ALKYLIMINOMALONIC ACID AND 2-ALKYLOXAZIRIDINE-3,3-DICARBOXYLIC ACID ESTERS
Prosyanik, A.V.,Moskalenko, A.S.,Moretti, J.,Forni, A.,Torre, G.,Kostyanovskii, R.G.
, p. 431 - 437 (1986)
2-Alkyloxaziridine-3,3-dicarboxylic acid esters have been obtained by oxidizing alkylaminomalonic acid ester by monoperphtalic acid.The activation parameters for the inversion of the nitrogen atom have been obtained for a number of alkyliminomalonic acid and 2-alkyloxaziridine-3,3-dicarboxylic acid ester.
Highly efficient selective monohydrolysis of dialkyl malonates and their derivatives
Niwayama, Satomi,Cho, Hanjoung,Lin, Chunlei
, p. 4434 - 4436 (2008)
The highly efficient selective monohydrolysis of symmetric diesters has been applied to monohydrolysis of several dialkyl malonates and their derivatives. The best conditions apply 0.8-1.2 equiv of aqueous KOH with a co-solvent, THF or acetonitrile, at 0 °C. The procedure is highly practical, yielding the corresponding half-esters in high yields in a straightforward manner, without inducing decarboxylation. It was found that the selectivity tends to become higher with increased hydrophobicity.
Synthesis of diverse N, O-bridged calix[1]arene[4]pyridine-C60 dyads and triads and formation of intramolecular self-inclusion complexes
Wu, Jin-Cheng,Wang, De-Xian,Huang, Zhi-Tang,Wang, Mei-Xiang
, p. 8604 - 8614 (2010)
Starting from both the bridging nitrogen atom-functionalized and the upper rim-functionalized N,O-bridged calix[1]arene[4]pyridine reactants, different types of heteracalixaromatics-C60 dyads and triads of varied spacers were expediently synthesized using mainly the click reaction as the key step. By means of various spectroscopic methods, the heteracalixaromatics-C60 dyads and triads obtained have been shown to form intramolecular self-inclusion complexes rather than oligomers or polymers in solution because of a flexible spacer in between the heteracalixaromatic ring and C60 moiety. The current study, coupled with previous investigations, would provide the guideline for the construction of supramolecular fullerene motifs based on molecular design of the dyads and triads.
Selective monoesterification of malonic acid catalyzed by boric acid
Levonis, Stephan M.,Bornaghi, Laurent F.,Houston, Todd A.
, p. 821 - 823 (2007)
Boric acid catalyzes the monoesterification of malonic acid, likely through a chelation mechanism that is not available to the monoester product. Under more forcing conditions, diesters form to some extent, but conditions can be optimized to favour the monoester product (56?80%). With the easily handled solid acid catalyst, these reactions can be run with excess alcohol as solvent or with stoichiometric amounts of alcohol in acetonitrile with moderate heating. CSIRO 2007.
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Breslow,Baumgarten,Hauser
, p. 1286 (1944)
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A stereocontrolled total synthesis of (±)-saframycin A
Kimura, Shinya,Saito, Naoki
, p. 4504 - 4514 (2018/07/21)
A thirteen-step total synthesis of (±)-saframycin A from a tricyclic lactam intermediate is described. The key step of this total synthesis is the stereocontrolled construction of a pentacyclic saframycin framework via a modified Pictet-Spengler type cyclization generating a bis-carboxylic acid ester derivative, followed by decarboxylation. The cytotoxicity profiles are also presented.
Development of catalytic deacylative alkylations (DaA) of 3-acyl-2-oxindoles: total synthesis of meso-chimonanthine and related alkaloids
Kumar, Nivesh,Das, Mrinal Kanti,Ghosh, Santanu,Bisai, Alakesh
supporting information, p. 2170 - 2173 (2017/02/19)
We present an effective deacylative alkylation strategy for the construction of a variety of 2-oxindoles bearing an all-carbon quaternary center at the pseudobenzylic position. A wide variety of products with quaternary centers could be accessed by employing simple Pd(0) catalysis under mild reaction conditions. Importantly, the same strategy works equally well for the dimeric 2-oxindole system, furnishing products with a vicinal quaternary center in favour of meso-isomer as the major product. Eventual application to the total syntheses of meso-chimonanthine and meso-folicanthine very well demonstrates the synthetic potential of this strategy.