Dual Role of H2O2 in Palladium-Catalyzed Dioxygenation of Terminal Alkenes
A palladium-catalyzed, environmentally friendly dioxygenation reaction of simple alkenes has been developed that enabled rapid assembly of valuable α-hydroxy ketones with high atom economy. Notably, control experiments and 18O isotope-labeling experiments established that H2O2 played a dominant dual role in this transformation.
Oxidative coupling of terminal alkyne with α-hydroxy ketone: An expedient approach toward ynediones
An efficient and mild copper-catalyzed one-pot approach toward ynediones has been established. A variety of ynediones were constructed directly through oxidative coupling of alkyne with α-hydroxy ketone. Oxygen-oxidizing and neutral conditions in one-pot for a wide range of substrates including natural product derivatives make this transformation highly efficient and practical. On the basis of control experiments, in situ IR measurements, and isotopic labeling experiments, a plausible mechanism involving intermediate phenylglyoxal was drawn. Applications by synthesis of various heterocycles were also investigated.
Zhang, Zeguang,Jiang, Xuefeng
p. 4400 - 4403
(2015/02/18)
An efficient method for the synthesis of α-hydroxyalkyl aryl ketones
Exposure of alkyl aryl ketones to Oxone/trifluoroacetic anhydride in the presence of a catalytic amount of iodobenzene affords α-hydroxyalkyl aryl ketones in good yield. This method provides an effective and economical entry for the installation of α-hydroxy moieties into ketones and should find wide application in the construction of the α-hydroxy ketone subunit in natural product synthesis.
DIRECT α-HYDROXYLATION OF KETONES USING IODOSOBENZENE
Ketones are converted smoothly into the corresponding acyloin with a high degree of selectivity upon treatment with iodosobenzene or phenyl-iodosodiacetate in methanolic sodium hydroxyde.
Moriarty, Robert M.,Hu, Henry,Gupta, Satish C.
p. 1283 - 1286
(2007/10/02)
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