Reductive Coupling of Geminal Dichlorides by Iron(II) Oxalate Dihydrate
作者:Jitender M. Khurana、Golak C. Maikap、Sanjay Mehta
DOI:10.1055/s-1990-26998
日期:——
A facile procedure for the quantitative conversion of geminal dichlorides to E olefins with iron(II) oxalate dihydrate in refluxing anhydrous dimethylformamide under a nitrogen atmosphere is described. The coupling proceeds via the corresponding vicinal dichlorides.
The reactions of various substrates including aliphatic hydrocarbons, aromatic compounds, and olefins were investigated in subcritical carbontetrachloride. Ketones and sulfones were stable under the employed conditions. The coupling adducts between olefins and carbontetrachloride were obtained from the reactions of olefins.
aliphatic hydrocarbons and the side chains of aromatichydrocarbons were chlorinated in subcritical carbontetrachloride. Chlorination of aromatic compounds including 1,4-disubstituted benzenes was investigated. Ketones and sulfones were stable under the employed conditions. Sulfoxides were converted into sulfides in a low to modest yields. The coupling adducts between olefins and carbontetrachloride were
Synthesis of α,α-dichloroalcohols, α-hydroxyketones and 1-chloro-1-arylalkylene oxides via protonation of acyllithium reagents
作者:George W Kabalka、Nan-Sheng Li、Su Yu
DOI:10.1016/s0022-328x(98)00797-9
日期:1999.1
The protonation of acyllithiumreagents generated in situ from alkyllithiums and carbon monoxide in the presence of dichloromethane or dichloroarylmethanes produces α,α-dichloroalcohols in high yields. The reaction produces α-hydroxy-ketones in high yields when the aryl group of dichloroarylmethane contains a strong electron-donating group at the ortho or para position. The transformation of α,α-dichloro-α-aryl
Alkylation of α,α-dichloroarylmethane with trialkylboranes: Synthesis of alkylarylcarbinols
作者:George W. Kabalka、Nan-Sheng Li、Su Yu
DOI:10.1016/0040-4039(95)01870-n
日期:1995.11
The alkylation of α,α-dichloroarylmethane with trialkylboranes occurs readily in the presence of t-butyllithium at −78 °C. The reaction affords the corresponding alkylarylcarbinols in good yields after oxidation with sodium perborate.