Issue 4, 2021

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

Abstract

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.

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

Supplementary files

Article information

Article type
Communication
Submitted
24 Nov 2020
Accepted
07 Jan 2021
First published
07 Jan 2021

New J. Chem., 2021,45, 1805-1808

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

E. R. Zaitseva, A. Yu. Smirnov, I. N. Myasnyanko, K. S. Mineev, A. I. Sokolov, T. N. Volkhina, A. A. Mikhaylov, N. S. Baleeva and M. S. Baranov, New J. Chem., 2021, 45, 1805 DOI: 10.1039/D0NJ05738J

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