Background:
Aryl-methoxybenzaldehydes substituted in various positions may serve as
valuable starting materials for the synthesis of biologically active compounds.
Methods:
Biaryl-methoxybenzaldehydes and pyridyl-aryl-methoxybenzaldehydes were synthesized
by the Suzuki-Miyaura cross-coupling reactions as intermediates of potential drug substances.
Three different catalytic approaches were compared. The classical Suzuki method utilising
tetrakis(triphenylphosphine)palladium and sodium ethoxide, the protocol applying palladium acetate
and tri(o-tolyl)phosphine, and the method using tetrakis(triphenylphosphine)palladium and
cesium carbonate, were studied.
Results:
The selected boronic acids were the classical phenylboronic acid, as well as 4-pyridineand
3-pyridineboronic acids. 26 New biaryl-methoxybenzaldehydes or pyridyl-phenylmethoxybenzaldehydes
have been synthesized, which may be intermediates for pharmaceutically
active compounds.
Conclusion:
The method of Anderson et al. was preferred, because it provides satisfactory results
in all cases.
An Analysis of the Repertoire Chosen for the Cello Volumes of the Suzuki Method
