1228553-27-2Relevant articles and documents
ISOQUINOLINE DERIVATIVES AS PROTEIN KINASE INHIBITORS
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Page/Page column 174-176, (2021/02/12)
The present invention relates to a compound suitable for use as a kinase inhibitor
Titania-promoted carboxylic acid alkylations of alkenes and cascade addition-cyclizations
Manley, David W.,McBurney, Roy T.,Miller, Phillip,Walton, John C.,Mills, Andrew,O'Rourke, Christopher
, p. 1386 - 1398 (2014/03/21)
Photochemical reactions employing TiO2 and carboxylic acids under dry anaerobic conditions led to several types of C-C bond-forming processes with electron-deficient alkenes. The efficiency of alkylation varied appreciably with substituents in the carboxylic acids. The reactions of aryloxyacetic acids with maleimides resulted in a cascade process in which a pyrrolochromene derivative accompanied the alkylated succinimide. The selectivity for one or other of these products could be tuned to some extent by employing the photoredox catalyst under different conditions. Aryloxyacetic acids adapted for intramolecular ring closures by inclusion of 2-alkenyl, 2-aryl, or 2-oximinyl functionality reacted rather poorly. Profiles of reactant consumption and product formation for these systems were obtained by an in situ NMR monitoring technique. An array of different catalyst forms were tested for efficiency and ease of use. The proposed mechanism, involving hole capture at the TiO2 surface by the carboxylates followed by CO2 loss, was supported by EPR spectroscopic evidence of the intermediates. Deuterium labeling indicated that the titania likely donates protons from surface hydroxyl groups as well as supplying electrons and holes, thus acting as both a catalyst and a reaction partner.
Lewis-acid-mediated ring-exchange reaction of dihydrobenzofurans and its application to the formal total synthesis of (-)-quinocarcinamide
Chiba, Hiroaki,Sakai, Yuki,Oishi, Shinya,Fujii, Nobutaka,Ohno, Hiroaki
supporting information, p. 6273 - 6276 (2013/01/14)
An unusual Lewis-acid-mediated ring-exchange reaction of dihydrobenzofurans is described. The fused tricyclic ring system is the key structural element for this reaction as it restricts C-N bond rotation and/or destabilizes the benzofuran ring. We achieved the formal total synthesis of (-)-quinocarcinamide using a combination of this reaction and the Au(I)-catalyzed 6-endo-dig hydroamination of an alkyne.