15334-22-2Relevant academic research and scientific papers
Cobalt-Catalyzed Annulation of Salicylaldehydes and Alkynes to Form Chromones and 4-Chromanones
Yang, Junfeng,Yoshikai, Naohiko
supporting information, p. 2870 - 2874 (2016/02/27)
A unique cobalt(I)-diphosphine catalytic system has been identified for the coupling of salicylaldehyde (SA) and an internal alkyne affording a dehydrogenative annulation product (chromone) or a reductive annulation product (4-chromanone) depending on the alkyne substituents. Distinct from related rhodium(I)- and rhodium(III)-catalyzed reactions of SA and alkynes, these annulation reactions feature aldehyde C-H oxidative addition of SA and subsequent hydrometalation of the C=O bond of another SA molecule as common key steps. The reductive annulation to 4-chromanones also involves the action of Zn as a stoichiometric reductant. In addition to these mechanistic features, the CoI catalysis described herein is complementary to the RhI- and RhIII-catalyzed reactions of SA and internal alkynes, particularly in the context of chromone synthesis.
Intermolecular C-O addition of carboxylic acids to arynes
Dubrovskiy, Anton V.,Larock, Richard C.
supporting information; experimental part, p. 3117 - 3119 (2010/08/22)
(Figure Presented) A novel, efficient, and expedient route to biologically and pharmaceutically important o-hydroxyaryl ketones, xanthones, 4-chromanones, and flavones has been developed starting from readily available carboxylic acids and commercially available o-(trimethylsilyl)aryl triflates.
Chemoselectivity and stereoselectivity of cyclisation of α-diazocarbonyls leading to oxygen and sulfur heterocycles catalysed by chiral rhodium copper catalysts
Ye, Tao,Garcia, Concepcion Fernandez,McKervey, M. Anthony
, p. 1373 - 1380 (2007/10/02)
Good levels of enantioselectivity have been achieved in intramiolecular C-H insertion reactions of α-diazocarbonyl compounds leading to six-membered oxygen heterocycles (chromanones) through the use of chiral rhodium(II) carboxylates as catalysts.Competition between C-H insertion and sigmatropic rearrangement, the latter leading to five-membered oxygen heterocycles (furanones), was observed with precursors containing a proximal O-allyl side chain.Whereas rhodium carboxylates produced C-H insertion products predominantly, a copper catalyst produced sigmatropic rearrangement products exclusively.A precursor with S-allyl side chain exhibited cyclisation via sigmatropic rearrangement with both copper and rhodium catalyst.
Flavan derivatives useful for impairing RNA virus replication in a cell
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, (2008/06/13)
A method of treating or preventing viral infections, in particular rhinovirus infections comprising the administration of an effective amount of a flavan derivative of formula (I). STR1 Pharmaceutical compositions containing these compounds, and some nove
