Issue 43, 2025

Organocatalytic atroposelective fluorooxindole addition to coumarin Michael acceptors

Abstract

Organocatalytic atropisomeric synthesis with fluorinated oxindoles and 4-halo-3-nitrocoumarins gives congested structures displaying a Csp2–Csp3 chirality axis and an adjacent tetrasubstituted stereogenic carbon center with good yields, up to 97% ee and 41 : 1 dr. The scalable dehalogenative C–C bond formation is achieved under mild conditions with a commercially available urea catalyst.

Graphical abstract: Organocatalytic atroposelective fluorooxindole addition to coumarin Michael acceptors

Supplementary files

Article information

Article type
Communication
Submitted
04 Mar 2025
Accepted
28 Apr 2025
First published
29 Apr 2025
This article is Open Access
Creative Commons BY-NC license

Chem. Commun., 2025,61, 7883-7886

Organocatalytic atroposelective fluorooxindole addition to coumarin Michael acceptors

M. Bouda, G. E. Hana, D. Xhili, A. Sripada, J. A. Bertke and C. Wolf, Chem. Commun., 2025, 61, 7883 DOI: 10.1039/D5CC01166C

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