Abstract
A facile synthesis of a series of pyrimidinone derivatives from the reaction of benzyl halides, (1-bromoethyl)benzene and urea in the presence of pyridine N-oxide (PNO) under solvent-free conditions is described. This transformation presumeably occurs via oxidation/cross-aldol condensation/Michael addition/intra molecular cyclization, domino sequence, involving the formation of one C–C bond and two C–N bonds in a single step.
Graphical Abstract
Pyridine N-oxide (PNO) has been demonstrated to be efficient and mild reagent for the one-pot synthesis of 4,6-diarylpyrimidin-2(1H)-ones (DAPMs) from a variety of benzyl halides and (1-bromoethyl)benzene instead of benzaldehydes and acetophenone respectively with short reaction times and excellent yields.
Supporting information
1H NMR spectra for all the compounds and 13C NMR spectra for the compounds 4a, 4b, 4f and LC-MS for the compound 4f were reported in the supporting information.
Acknowledgements
We gratefully acknowledge the economic support from the Department of Science and Technology – Science Engineering Research Board (DST-SERB), New Delhi, India (grant no: SB/FT/CS-028/2013 Date: 09.06.2014, 24.09.2015, 12.09.2016).