76182-85-9Relevant academic research and scientific papers
Iridium(i)-catalyzed hydration/esterification of 2-alkynylphenols and carboxylic acids
Zeng, Linwei,Chen, Renjie,Zhang, Chen,Xie, Hujun,Cui, Sunliang
supporting information, p. 3093 - 3096 (2020/03/18)
An iridium(i)-catalyzed hydration/esterification of 2-alkynylphenols and carboxylic acids is described. Various 2-alkynylphenols and carboxylic acids could be used in this process to furnish aromatic ortho-acyloxyketones via a regio- and stereo-selective addition reaction followed by intramolecular rearrangement. This protocol features mild reaction conditions and broad substrate scope. Further transformations were conducted to demonstrate the synthetic application.
Studies in the chemistry of chromone epoxides
Donnelly, John A.,Keegan, John R.,Quigley, Killian
, p. 1671 - 1680 (2007/10/02)
Chromones and isoflavones, but not flavones, were epoxidized by alkaline hydrogen peroxide. 3-Substituted chromone epoxides were considerably more stable than others; one isoflavone epoxide was converted into a fluorohydrin, another into a 1,2-diol. The latter is a 2-hydroxychromanone and a similarly structured compound was obtained by the cyclisation of 2'-benzoyloxy-2,2-dibromoacetophenone. Acid-catalysed ring-opening of chromone epoxides occurred regioselectively yielding 3-hydroxychromanones. Base-catalysed ring-opening also occurred regioselectively but at the 3-position. Acid- and base-catalysed hydrolysis of 2-methy-lisoflavone epoxide resulted in cleavage of both heterocyclic rings, yielding, respectively, a 1,3- and a 1,2-diketone. This epoxide formed a cyclic sulphate with sulphuric acid.
