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Article

Imidazol-5-ones as a substrate for [1,5]-hydride shift triggered cyclization

New Journal of Chemistry. 2021. Vol. 45. No. 4. P. 1805-1808.
Zaitseva E. R., Smirnov A. Y., Myasnyanko I. N., Mineev K. S., Sokolov A. I., Volkhina T. N., Mikhaylov A. A., Baleeva N. S., Baranov M. S.

2-Dialkylamino-arylidene-imidazolones undergo intermolecular tandem [1,5]-hydride shift and cyclization to form spirocyclic tetrahydroquinoline derivatives under TiCl4 promotion. Different substitutions on each of the aryl, amino and imidazole fragments are tolerated, which results in 20+ examples and 25–95% yields.