Oxidation of primary and secondary alcohols by the catalysis of palladium

Palladium‐Catalysed Direct Arylation of Heteroaromatics Bearing Unprotected Hydroxyalkyl Functions using Aryl Bromides

“…4-Bromotoluene, 4-bromoanisole or 4-bromo-N,N-dimethylaniline gave 29-31 in only 10-15% yields, due to a partial conversion of these aryl bromides (Table 4, entries 7-9). Electrondeficient meta-or ortho-substituted aryl bromides, such as 3-bromobenzonitrile, 3-nitrobromobenzene, 3,5-bis(trifluoromethyl)bromobenzene or 2-bromobenzaldehyde, gave the coupling products 32-36 in moderate to good yields (Table 4, entries [10][11][12][13][14]. Furfuryl alcohol was also successfully arylated with 3-bromopyridine or 3-bromoquinoline (Table 4, entries 16 and 17).…”

“…However, despite the fact that this procedure has been widely applied in recent years for the synthesis of arylthiophenes, [5] arylfurans, [6] arylpyrroles, [7] aryloxazoles, [8] arylthiazoles, [9] or other arylated he-A C H T U N G T R E N N U N G teroaromatics, [10] relatively few results have been reported using heteroaromatics bearing unprotected reactive functional groups such as amino or hydroxyalkyl. [11] The direct use of heteroaromatics bearing unprotected functions would be very useful in organic synthesis since it would allow one to avoid the protection/deprotection sequence, and therefore should provide a more environmentally and economically attractive access to such arylated heteroaromatics. Some arylated (hydroxyalkyl)thiophenes have been described to be useful compounds.…”

Biphasic Synthesis of Hydrogen Peroxide from Carbon Monoxide, Water, and Oxygen Catalyzed by Palladium Complexes with Bidentate Nitrogen Ligands

“…Crystallographic data show that many repair enzymes subsequently ªflipº the damaged base out of the DNA duplex for repair. [5] This process could be influenced by the DNA packing, which may shield DNA lesions, [6] and by the local DNA sequence and conformation. [7] A first indication that DNA repair might be influenced by the duplex conformation, stems from the discovery that dsDNAspecific repair enzymes remove lesions from DNA ± RNA hybrids, [8] which are in an atypical A-like conformation, with reduced efficiency.…”

“…Primary and secondary alcohols were also effective but, under the reaction conditions employed, they were oxidized to some extent (2 % conversion was found after 10 h) to the corresponding carbonyl derivatives. [6] A mixture of 2-methyl-2-butanol, 1,2,4-tricholorobenzene (a hydrophobic solvent added in order to improve the phase separation), and water was selected as the reaction medium for the comparison of the catalysts.…”

Palladium-Catalyzed Synthesis of Aryl Amides through Silanoate-Mediated Hydrolysis of Nitriles

“…Subjecting 4-bromobenzyl alcohol to our conditions furnished the corresponding anilide containing an aldehyde moiety. The palladium(0) mediated oxidation of the primary benzylic alcohols is a known process, 22 which accounts for the fact that the aldehyde product was isolated in this instance. Turning our attention to heterocyclic aryl bromide derivatives, pyridyl systems proved to be competent substrates, furnishing the associated benzamide systems in good to excellent yields (entries 7 and 8).…”