50919-63-6Relevant academic research and scientific papers
Organocatalyzed Synthesis of Highly Functionalized Phthalimides via Diels-Alder Reaction Employing Two Dienophiles
Akhtar, Muhammad Saeed,Lee, Yong Rok
, p. 15129 - 15138 (2020/12/02)
An efficient and facile protocol for the synthesis of biologically and pharmaceutically important phthalimides is developed by l-proline-catalyzed reaction between two dienophiles of α,β-unsaturated aldehydes and maleimides. The reaction involves an efficient benzannulation that proceeds via a formal [4 + 2] cycloaddition of azadiene intermediates generated in situ from enals and N-substituted maleimides. This protocol provides a variety of functionalized phthalimide derivatives, including a potent COX-2 enzyme inhibitor.
Unusual coupling reactions of aldehydes and alkynes: A novel preparation of substituted phthalic acid derivatives by automated synthesis
Von Wangelin, Axel Jacobi,Neumann, Helfried,Goerdes, Dirk,Klaus, Stefan,Jiao, Haijun,Spannenberg, Anke,Krueger, Thomas,Wendler, Christian,Thurow, Kerstin,Stoll, Norbert,Beller, Matthias
, p. 2273 - 2281 (2007/10/03)
Based upon a highly versatile multicomponent methodology, a new one-pot synthesis of substituted phthalic acid derivatives from α,β-unsaturated aldehydes was developed. The reaction involves the intermediacy of an acetamidodiene species which undergoes Diels-Alder addition to diethyl acetylenedicarboxylate. The resultant acetamidocyclohexadiene is subject to elimination of acetamide under the reaction conditions to give rise to substituted diethyl phthalates in good yields. This domino condensation - cycloadditionelimination sequence has been applied to a variety of α,β-unsaturated aldehydes. Furthermore, we demonstrated the exploitation of parallelized and automated synthesis technology for the rapid screening of reaction conditions and compositions. Detailed studies revealed the catalytic role of the employed acetamide and the occurrence of a stereoselective 1,4-syn elimination pathway under standard conditions.
PHTHALIC DIESTER DERIVATIVES AND ELECTRON DONORS
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Example 18, (2008/06/13)
A phthalic acid diester derivative represented by a specific formula and an electron donor used in an olefin polymerization catalyst containing the phthalic acid diester derivative as an effective component. The electron donor can produce polymers with a high stereoregularity at an extremely high polymerization activity and high yield, and exhibit a high response to hydrogen.
Efficient synthesis of substituted benzenes from 1,3-dienes or 1,4 cyclohexadienes with KMnO4 under mild conditions
McBride, Christopher M.,Chrisman, Will,Harris, Clifford E.,Singaram, Bakthan
, p. 45 - 48 (2007/10/03)
Potassium permanganate absorbed on alumina is used to oxidize 1,4- cyclohexadienes to the corresponding aromatic compounds. Intermolecular Diels-Alder reactions followed by dehydrogenation of the products with potassium permanganate supported on alumina gives an efficient two step synthesis of highly substituted aromatic compounds from acyclic precursors.
Design, Synthesis and Cytotoxicity of 2-Hydroxy-1(H)-isoindole-1,3-dione (HISD) Derivatives Against CEM/O Human Leukemia Cells in vitro
Nandy, Partha,Avramis, Vassilios I.,Lien, Eric J.
, p. 664 - 679 (2007/10/03)
2-Hydroxy-1(H)-isoindole-1,3-dione derivatives (HISDs) possess a hydroxamic acid moiety which is built into an isoindoledione ring. Seven new compounds have been synthesized and tested for cytotoxicity against CEM human leukemia cell lines. Three active c
SYNTHESIS OF 1,2-DISUBSTITUTED BENZENES AND BIPHENYLS FROM PHTHALIC ACIDS THROUGH ELECTROREDUCTION FOLLOWED BY ELECTROCYCLIC REACTIONS WITH ALKYNES
Ohno, Toshinobu,Ozaki, Masato,Inagaki, Atsuro,Hirashima, Tsuneaki,Nishiguchi, Ikuzo
, p. 2629 - 2632 (2007/10/02)
Various substituted 1,2-dihydrophthalic acids were synthesized by electroreduction of phthalic acids in excellent yields.The electrocyclic reaction of 1,2-dihydrophthalic acids or the methyl ester with alkynes gave 1,2-disubstituted benzenes and biphenyls in good yields together with fumaric acid or methyl fumarate.
