Issue 12, 2022, Issue in Progress

A solid-supported organocatalyst for asymmetric Mannich reaction to construct C2-quaternary indolin-3-ones

Abstract

A simple and novel solid-supported organocatalyst from a 2-chlorotrityl chloride resin-immobilized 4-hydroxyproline was developed, and this organocatalyst has been used for the asymmetric Mannich reaction of 2-aryl-3H-indol-3-ones and aldehydes/ketones. A series of C2-quaternary indolin-3-ones were prepared in good yields (up to 83%) and with excellent diastereoselectivities (up to 20 : 1) and enantioselectivities (up to 99% ee). In addition, the organocatalyst can be recovered by simple filtration and also be reused for the asymmetric Mannich reaction without significant loss of catalytic efficiency.

Graphical abstract: A solid-supported organocatalyst for asymmetric Mannich reaction to construct C2-quaternary indolin-3-ones

Supplementary files

Article information

Article type
Paper
Submitted
22 Jan 2022
Accepted
21 Feb 2022
First published
02 Mar 2022
This article is Open Access
Creative Commons BY-NC license

RSC Adv., 2022,12, 7040-7045

A solid-supported organocatalyst for asymmetric Mannich reaction to construct C2-quaternary indolin-3-ones

J. An, F. Yang, P. Wang, Z. Gu, Y. Li, L. Chen, Y. Zhao and B. He, RSC Adv., 2022, 12, 7040 DOI: 10.1039/D2RA00456A

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