Oxidative β-C–H sulfonylation of cyclic amines

Tools

Griffiths, R. J. and Kong, W. C. and Richards, S. A. and Burley, G. A. and Willis, M. C. and Talbot, E. P. A. (2018) Oxidative β-C–H sulfonylation of cyclic amines. Chemical Science. ISSN 2041-6539 (https://doi.org/10.1039/C7SC04900E)

[thumbnail of Griffiths-etal-CS-2018-Oxidative-B-C-H-sulfonylation-of-cyclic]
Preview
 Text. Filename: Griffiths_etal_CS_2018_Oxidative_B_C_H_sulfonylation_of_cyclic.pdf
Final Published Version
License: Creative Commons Attribution-NonCommercial 4.0 logo
Download (969kB)| Preview

Abstract

A transition metal-free strategy for the dehydrogenative β-sulfonylation of tertiary cyclic amines is described. N-iodosuccinimide facilitates regioselective oxidative sulfonylation at C–H bonds positioned β to the nitrogen atom of tertiary amines, installing enaminyl sulfone functionality in cyclic systems. Mild reaction conditions, broad functional group tolerance and a wide substrate scope are demonstrated. The nucleophilic character of the enaminyl sulfone is harnessed, demonstrating potential application for scaffold diversification

ORCID iDs

Griffiths, R. J. ORCID logoORCID: https://orcid.org/0000-0002-5692-4275, Kong, W. C., Richards, S. A., Burley, G. A., Willis, M. C. and Talbot, E. P. A.;
CORE (COnnecting REpositories)