Efficient aqueous-phase Suzuki coupling of activated aryl chlorides with arylboronic acids using D-glucosamine-based dicyclohexylarylphosphine
The synthesis of a new D-glucosamine-based dicyclohexylarylphosphine has been developed. The catalytic performance of this neutral ligand is demonstrated in the Suzuki-Miyaura cross-coupling reaction between several arylboronic acids and aryl or heteroaryl chlorides.
Polymer-Assisted Solution-Phase (PASP) Suzuki Couplings Employing an Anthracene-Tagged Palladium Catalyst
A general method for polymer-assisted solution-phase (PASP) Suzuki reactions employing a combination of anthracene-tagged palladium catalyst and anthracene-tagged boronic acid with a polymer-supported carbonate base is reported. The anthracene-tagged catalyst allows for the easy removal of the Pd catalyst along with the dissociated phosphine ligand and phosphine oxide byproducts by sequestration through a chemoselective Diels-Alder reaction with a maleimide resin. The polymer-supported carbonate base facilitates the removal of excess boronic acid and the borane-containing byproducts present at the end of the coupling reaction. The Suzuki coupling reaction can be efficiently conducted by using combinations of the anthracene-tagged Pd catalyst, polymer-supported carbonate base, and anthracene-tagged boronic acid to yield the desired product in high purity and yield without the use of chromatography.
Lan, Ping,Berta, Daniela,Porco Jr., John A.,South, Michael S.,Parlow, John J.
p. 9678 - 9686
(2007/10/03)
SYNTHESIS OF 4-ALKOXY-4'-CYANOBIPHENYLS
A preparative method was developed for the synthesis of liquid crystals of the 4-alkoxy-4'-cyanobiphenyl group.It involves the nitration of 4-cyanobiphenyl to 4-nitro-4'-cyanobiphenyl, reduction of the latter, diazotization of the obtained 4-amino-4'-cyanobiphenyl, and alkylation of the 4-hydroxy-4'-cyanobiphenyl formed during decomposition of the diazonium salt.
Ruolene, Yu. I.,Adomenas, P. V.,Adomenene, O. K.,Denis, G. I.
p. 1192 - 1195
(2007/10/02)
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