This report presents the systematic study on the solubilities of 1-alkyl-3-methylimidazolium hexafluorophosphate [e, or bmim][PF6], 1-alkyl-3-methylimidazolium methylsulfate [almim][CH3SO4], 1-hexyloxymethyl-3-methylimidazolium ionic liquids (ILs) [C6H13OCH2mim][BF4], or [C6H13OCH2mim][(CF3SO2)2N] in aliphatic hydrocarbons (heptane, octane), cyclohydrocarbons (cyclopentane, cyclohexane) and aro...

Metal-free, operationally simple, and highly efficient one-pot aerobic process for the synthesis of functionalized/annulated quinolines is devised from easily available 2-aminobenzyl alcohol/2-aminobenzophenones and alkyl/aryl alcohols for the first time. The process involves two sequential reactions, namely in situ aerial oxidation of alcohols to the corresponding aldehydes/ketones followed by...

The title molecules are sought in connection with various synthetic applications. The aliphatic fluorous alcohols Rfn CH2OH (Rfn = CF3(CF2) n-1; n = 11, 13, 15) are converted to the triflates Rfn CH2OTf (Tf2O, pyridine; 22-61%) and then to Rfn CH2I (NaI, acetone; 58-69%). Subsequent reactions with NaOCl/HCl give iodine(III) dichlorides Rfn CH2ICl2 (n = 11, 13; 33-81%), which slowly evolve Cl2. ...

A versatile heterogeneous photocatalysis protocol was developed by using ruthenium bipyridyl tethered porous organosilica (Ru-POS). The versatility of the Ru-POS catalyst in organo-photocatalysis was explored by (i) oxidative aromatization of Hantzsch ester, (ii) reductive dehalogenation of alkyl halides, and (iii) functional group interconversion (FGI) of alcohols to alkyl halides.

A direct and convenient method for the palladium-catalyzed reductive cross-coupling of aryl iodides or alkenyl bromides secondary benzyl halides under ambient CO pressure to generate a diverse array aryl/alkenyl alkyl ketones has been developed. This strategy successfully achieves three-component carbonylative reaction with Zn as reducing agent C−C bond formation, overcoming well-known homocoup...

[reaction--see text] Alcohols were efficiently converted to alkyl halides using 1-n-butyl-3-methylylimidazolium halides (ionic liquids) in the presence of Brønsted acids at room temperature. The alkyl halide products were easily isolated from the reaction mixture via simple decantation or extraction, and the 1-n-butyl-3-methylimidazolium cation could be recycled for further uses.

The temperature dependent selectivity switch in the reaction of arynes with aliphatic alcohols in THF has been reported. At -20 °C, arynes smoothly insert into the O-H bond of alcohols to form alkyl aryl ethers. Interestingly, at 60 °C, a highly selective multicomponent coupling occurs with the solvent THF acting as the nucleophilic trigger affording (4-(alkoxy)butoxy)arenes.

Polymethylhydrosiloxane, when combined with titanium(IV) isopropoxide, provided a convenient system for the conversion of esters to the corresponding primary alcohols in the presence of a wide range of functional groups. Reactions were carried out as mixtures of the neat reaction components; work-up with aqueous alkaline THF afforded primary alcohols in good to excellent yields. The system tole...

A simple method has been developed for the reductive deoxygenation of aromatic ketones and benzylic alcohols in the presence of polymethylhydrosiloxane (PMHS). The reductive deoxygenation of aromatic ketones and benzylic alcohols, including secondary alcohols, to the corresponding methylene hydrocarbons has been achieved in good to excellent yields using palladium chloride (PdCl2) as catalyst a...