5951-01-9Relevant academic research and scientific papers
InCl3-driven regioselective synthesis of functionalized/ annulated quinolines: Scope and limitations
Chanda, Tanmoy,Verma, Rajiv Kumar,Singh, Maya Shankar
supporting information; experimental part, p. 778 - 787 (2012/06/29)
The efficient, regioselective synthesis of functionalized/annulated quinolines was achieved by the coupling of 2-aminoaryl ketones with alkynes/active methylenes/α-oxoketene dithioacetals promoted by InCl 3 in refluxing acetonitrile as well as under solvent-free conditions in excellent yields. This transformation presumably proceeded through the hydroamination-hydroarylation of alkynes, and the Friedlaender annulation of active methylene compounds and α-oxoketene dithioacetals with 2-aminoarylketones. In addition, simple reductive and oxidative cyclization of 2-nitrobenzaldehyde and 2-aminobenzylalcohol, respectively, afforded substituted quinolines. Systematic optimization of the reaction parameters allowed us to identify two-component coupling (2CC) conditions that were tolerant of a wide range of functional groups, thereby providing densely functionalized/annulated quinolines. This approach tolerates the synthesis of various bioactive quinoline frameworks from the same 2-aminoarylketones under mild conditions, thus making this strategy highly useful in diversity-oriented synthesis (DOS). The scope and limitations of the alkyne-, activated methylene-, and α-oxoketene dithioacetal components on the reaction were also investigated.
Cerium(IV) ammonium nitrate is an excellent, general catalyst for the Friedlaender and Friedlaender-Borsche quinoline syntheses: Very efficient access to the antitumor alkaloid luotonin A
Sridharan, Vellaisamy,Ribelles, Pascual,Ramos, Ma. Teresa,Menendez, J. Carlos
supporting information; experimental part, p. 5715 - 5718 (2009/12/06)
(Figure Presented) The use of cerium(IV) ammonium nitrate as a catalyst of the Friedl€ander reaction allows the synthesis of polysubstituted quinoline derivatives in excellent yields, avoiding the traditional harshly basic or acidic conditions. Unlike most other previously known reagents, CAN allows double condensations and is also an excellent catalyst for the Borsche variation of the Friedlaender reaction, which has been applied to the very efficient synthesis of the antitumor alkaloid luotonin A.
PHENANTHROLINE DERIVATIVE AND LIGHT EMITTING ELEMENT AND LIGHT EMITTING DEVICE USING THE SAME
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Page/Page column 29-30, (2008/06/13)
It is an object of the present invention to provide a novel material that can be used for an electron injecting material. In addition, it is an object of the present invention to provide a light-emitting element that is able to broaden choices for an electrode material. An aspect of the present invention is an electron injecting material represented by a general formula (2). In the general formula (2), R6 is selected from the group consisting of an alkyl group having 1 to 4 carbon atoms, an alkenyl group having 1 to 4 carbon atoms, and an aryl group having 6 to 10 carbon atoms, where the alkenyl group and the aryl group may have a substituent.
