Issue 6, 2024

Synthesis of N-fused polycyclic indoles via a Pd-catalyzed multicomponent cascade reaction consisting of an amide-directed [3+1+1] annulation reaction of 3-diazo oxindole and isocyanides

Abstract

Herein, we report a Pd-catalyzed multicomponent cascade reaction of 3-diazo oxindole and isocyanides to synthesize N-fused polycyclic indoles consisting of an in situ generated amide-assisted regioselective [3+1+1] annulation reaction. Additionally, a mechanism is proposed and investigated using DFT that strongly favors the role of amide in assisting the annulation reaction, which is further confirmed using control experiments.

Graphical abstract: Synthesis of N-fused polycyclic indoles via a Pd-catalyzed multicomponent cascade reaction consisting of an amide-directed [3+1+1] annulation reaction of 3-diazo oxindole and isocyanides

Supplementary files

Article information

Article type
Paper
Submitted
21 Oct 2023
Accepted
04 Jan 2024
First published
05 Jan 2024

New J. Chem., 2024,48, 2639-2648

Synthesis of N-fused polycyclic indoles via a Pd-catalyzed multicomponent cascade reaction consisting of an amide-directed [3+1+1] annulation reaction of 3-diazo oxindole and isocyanides

P. Soam, D. Mandal and V. Tyagi, New J. Chem., 2024, 48, 2639 DOI: 10.1039/D3NJ04886A

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