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Breaking point: An effective reductive cleavage of inert aryl CO bonds with an inexpensive iron catalyst has been developed. During this process, the reduction of the arene rings was not observed. This catalytic system also enabled the selective cleavage of the β‐O‐4 linkage of lignin model compounds under an atmosphere of hydrogen, thus offering an opportunity for the depolymerization of lignin. [ABSTRACT FROM AUTHOR]

A simple method was developed for selective para-cyanation of alkoxy- and benzyloxy-substituted benzenes with 0.5 equivalents of potassium ferricyanide, 0.8 equivalants of copper(II) nitrate and 0.5 equivalents of iodine in acetonitrile. Among various phenyl carbon-hydrogen bonds, those at the para-position with regard to the alkoxy or benzyloxy groups were selectively cyanated in 20% to 87% yields (23 examples). The present method uses commercially available reagents, and can be performed on a ten gram-scale. Interestingly, methoxybenzene was cyanated in 32% yield in the absence of potassium ferricyanide, which suggests that the nitrile group of a part of the product is possibly from the solvent acetonitrile. [ABSTRACT FROM AUTHOR]

An effective reductive cleavage of inert aryl C-O bonds that employs iron(III) acetylacetonate as the catalyst precursor and LiAlH4 as the reducing agent is developed. [ABSTRACT FROM AUTHOR]

A wide range of alkoxy- and benzyloxy-substituted benzenes is used for the reaction which can be performed on a 10g-scale. [ABSTRACT FROM AUTHOR]