Issue 9, 2023

A Sc(OTf)3-catalyzed one-pot two-step approach for spiro-oxindole dihydropyridine derivatives initiated by N-olefination of MBH carbonates

Abstract

A series of polyfunctionalized spiro-oxindole dihydropyridine frameworks have been synthesized via an efficient Sc3+-catalyzed one-pot stepwise reaction. This stepwise strategy involved the cleavage and formation of multiple C–X/C–C bonds, enabled by the N-olefination, Meinwald rearrangement and inverse-electron-demand aza-Diels–Alder reaction. This transformation exhibited many advantages, including readily available starting materials, mild reaction conditions, and high chemoselectivities and yields.

Graphical abstract: A Sc(OTf)3-catalyzed one-pot two-step approach for spiro-oxindole dihydropyridine derivatives initiated by N-olefination of MBH carbonates

Supplementary files

Article information

Article type
Research Article
Submitted
14 Jan 2023
Accepted
19 Mar 2023
First published
11 Apr 2023

Org. Chem. Front., 2023,10, 2294-2300

A Sc(OTf)3-catalyzed one-pot two-step approach for spiro-oxindole dihydropyridine derivatives initiated by N-olefination of MBH carbonates

Z. Yan, R. Lu, C. Peng, J. Tang, H. Fang, G. Zhan, X. He and W. Huang, Org. Chem. Front., 2023, 10, 2294 DOI: 10.1039/D3QO00060E

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