Protodesilylation of Arylsilanes by Visible-Light Photocatalysis
The first visible-light-mediated photocatalytic, metal- and base-free protodesilylation of arylsilanes is presented. The C(sp2)-Si bond cleavage process is catalyzed by a 5 mol % loading of a commercially available acridinium salt upon blue-light irradiation. Two simple approaches have been identified employing either aerobic or hydrogen atom transfer cocatalytic conditions, which enable the efficient and selective desilylation of a broad variety of simple and complex arylsilanes under mild conditions.
García Manche?o, Olga,Kuhlmann, Jan H.,Uygur, Mustafa
p. 1689 - 1694
(2022/03/14)
Radical Anion Promoted Chemoselective Cleavage of Csp2-S Bond Enables Formal Cross-Coupling of Aryl Methyl Sulfones with Alcohols
A novel formal cross-coupling of aryl methyl sulfones and alcohols affording alkyl aryl ethers via an SRN1 pathway is developed. Two marketed antitubercular drugs were efficiently prepared employing this approach as the key step. A dimsyl-anion initiated radical chain process was revealed as the major pathway. DFT calculations indicate that the formation of a radical anion via nucleophilic addition of alkoxide to the aryl radical is the key step in determining the observed chemoselectivity.
Metal-Free I2-Catalyzed Highly Selective Dehydrogenative Coupling of Alcohols and Cyclohexenones
The I2 catalyzed highly selective oxidative condensation of cyclohexenones and alcohols for the synthesis of aryl alkyl ethers has been described. DMSO is employed as the mild terminal oxidant. This novel methodology offers a metal-free reaction condition, operational simplicity and broad substrate scope to afford valuable products from inexpensive reagents. Various meta-substituted aromatic ethers which are hardly synthesized from the reported methods requiring meta-substituted phenols, are efficiently prepared by the present protocol.
Liang, Yu-Feng,Yuan, Yizhi,Shen, Tao,Song, Song,Jiao, Ning
p. 233 - 240
(2018/02/19)
Catalytic aerobic synthesis of aromatic ethers from non-aromatic precursors
Only little waste: Aryl ether formation is accomplished by oxidative condensation of alcohols and 2-cyclohexenones. The reaction complements the existing methods used by synthetic chemists to obtain aryl ethers, and allows a straightforward access to a wide range of functionalized products. In addition, the catalytic reaction with O2 as the oxidant generates water as the only by-product and provides a greener approach to aryl ethers. Copyright
Simon, Marc-Olivier,Girard, Simon A.,Li, Chao-Jun
supporting information; experimental part
p. 7537 - 7540
(2012/09/10)
Reaction of menthol and phenol in the presence of aluminium alkoxides
Phenol was alkylated with menthol in the presence of organoaluminium catalysts such as aluminium phenoxide and aluminium isopropoxide. Reaction products were isolated and characterized. Certain features of the process were determined.
Chukicheva,Fedorova,Koroleva,Kuchin
experimental part
p. 450 - 454
(2009/04/11)
More Articles about upstream products of 127703-15-5