1044231-75-5Relevant academic research and scientific papers
Palladium-catalysed direct arylation of heteroaromatics bearing unprotected hydroxyalkyl functions using aryl bromides
Roger, Julien,Pozgan, Franc,Doucet, Henri
experimental part, p. 696 - 710 (2010/06/19)
Heteroaromatics bearing unprotected hydroxyalkyl functions can be arylated using aryl or heteroaryl bromides, via palladium-catalysed carbonhydrogen bond activation/arylation. Good yields were generally obtained using 0.01-0.5 mol% of the air-stable palladium acetate complex as the catalyst. The nature of the base was found to be crucial for the selectivity of this reaction. Potassium acetate led to the direct arylation products whereas caesium car-bonate led to the formation of the ether. This procedure is certainly more atom-economic than other methods for the preparation of such compounds, as no protection/ deprotection sequence of the hydroxyalkyl function and no preparation of an organometallic derivative is required.
Direct arylation of thiophenes via palladium-catalysed C-H functionalisation at low catalyst loadings
Battace, Ahmed,Lemhadri, Mhamed,Zair, Touriya,Doucet, Henri,Santelli, Maurice
, p. 2507 - 2516 (2008/09/19)
Palladium associated with cis,cis,cis-1,2,3,4- tetrakis(diphenylphosphinomethyl)cyclopentane (Tedicyp) was found to promote the direct 2-arylation of a variety of thiophene derivatives via C-H functionalisation in good yields using very low catalyst loadings. Electron-deficient, electron-excessive or sterically-congested aryl bromides are tolerated. Moreover, several substituents on the aryl bromide or thiophene derivatives such as acetyl, formyl, nitrile, nitro, ester, methoxy, fluoro or trifluoromethyl are tolerated. The most reactive aryl bromides were coupled with thiophenes derivatives using as little as 0.1-0.01 mol% catalyst.
