Jia-Yun Haung, Indrajeet J. Barve and Chung-Ming Sun
Org. Biomol. Chem., 2019,17, 3040-3047
DOI:
10.1039/C8OB03111H,
Paper
A simple and new multicomponent reaction for the one-pot synthesis of substituted 4-arylidene imidazolin-5-ones from L-amino acid methyl esters, iso-, isothio- or isoselenocyanates, and α-bromoketones is demonstrated. Isolation of thiohydantoin and 5-benzylidene 2-thioxoimidazolidin-4-one intermediates revealed a possible reaction mechanism. The strategy was further extended to the synthesis of 2-iminothiazolines and 2-thioxoimidazolin-4-ones.