Issue 41, 2024

Green synthesis for diverse bioactive benzo-fused spiroindolines through DBU-catalysed post-Ugi double cyclization

Abstract

A metal-free protocol utilizing DBU catalysis for post-Ugi amide-ester exchange and Conia-ene double cyclization has been successfully developed, allowing the synthesis of diverse highly functionalized benzo-fused spiroindolines with anti-cancer activities under mild conditions. Remarkably, this methodology demonstrates promising prospects for green chemistry, as it allows for the preparation of the spiroindolines in water. Control experiments indicate that a crucial role of the cyclic imide, specifically ring rigidification, facilitates the subsequent Conia-ene cyclization.

Graphical abstract: Green synthesis for diverse bioactive benzo-fused spiroindolines through DBU-catalysed post-Ugi double cyclization

Supplementary files

Article information

Article type
Communication
Submitted
21 ⴱⵕⴰ 2024
Accepted
22 ⵉⴱⵔ 2024
First published
22 ⵉⴱⵔ 2024

Chem. Commun., 2024,60, 5455-5458

Green synthesis for diverse bioactive benzo-fused spiroindolines through DBU-catalysed post-Ugi double cyclization

S. Zhao, M. Chen, W. Zhou, D. Ni, Z. Li, S. Nie and Y. He, Chem. Commun., 2024, 60, 5455 DOI: 10.1039/D4CC00846D

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