1372697-82-9Relevant academic research and scientific papers
Palladium-catalyzed selective decarboxylative coupling reaction versus direct C - H arylation for arylation of heteroaromatics
Fu, Haiyan,Chen, Hua,Doucet, Henri
, p. 595 - 600 (2013)
Conditions for selective palladium-catalyzed decarboxylative 2-arylation of 3-substituted thiophene and furan derivatives bearing an ester at C2 position have been established. By using 2 mol% phosphine-free Pd(OAc)2 as the catalyst and a mixture of KOH and K2CO3 as the bases, in dimethylacetamide, moderate to good yields of the desired 2-arylated products were obtained. A range of functional groups such as nitrile, nitro, formyl or acetyl on the aryl bromides was tolerated. This method allows us to employ in some cases more convenient reactants in terms of cost or physical properties (boiling point) for arylations. Copyright
Ester as a blocking group for palladium-catalysed direct forced arylation at the unfavourable site of heteroaromatics: Simple access to the less accessible regioisomers
Chen, Lu,Bruneau, Christian,Dixneuf, Pierre H.,Doucet, Henri
, p. 1111 - 1124 (2012/06/18)
The use of esters as blocking groups at the C2 position on a range of 3-substituted 5-membered ring heteroaromatics such as thiophenes or furans, allows control of the regioselectivity for the palladium-catalysed direct arylation at C5-H. This arylation can be followed by easy decarboxylation. This method allows sequential catalytic C5 arylation, decarboxylation and catalytic C2 arylation reactions.
