Issue 45, 2021

Redox-neutral rhodium(iii)-catalyzed chemo- and regiospecific [4 + 1] annulation between benzamides and alkenes for the synthesis of functionalized isoindolinones

Abstract

Herein, using electron-deficient alkenes embedded with an oxidizing function/leaving group as a rare and nontraditional C1 synthon, we have achieved the redox-neutral Rh(III)-catalyzed chemo- and regioselective [4 + 1] annulation of benzamides for the synthesis of functionalized isoindolinones. This method features broad substrate scope, good to excellent yields, excellent chemo- and regioselectivity, good tolerance of functional groups and mild external-oxidant-free conditions.

Graphical abstract: Redox-neutral rhodium(iii)-catalyzed chemo- and regiospecific [4 + 1] annulation between benzamides and alkenes for the synthesis of functionalized isoindolinones

Supplementary files

Article information

Article type
Paper
Submitted
12 Sep 2021
Accepted
28 Oct 2021
First published
29 Oct 2021

Org. Biomol. Chem., 2021,19, 9946-9952

Redox-neutral rhodium(III)-catalyzed chemo- and regiospecific [4 + 1] annulation between benzamides and alkenes for the synthesis of functionalized isoindolinones

J. Qiao, H. Mao, S. Lu, X. Zhang, H. Ni and Y. Lu, Org. Biomol. Chem., 2021, 19, 9946 DOI: 10.1039/D1OB01792F

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