Issue 13, 2024

Multi-functionalization of Rh-carbynoids with alcohols/carbamates and α-propargylic-3-indolymethanols

Abstract

Herein, we report a multi-functionalization reaction of Rh-carbynoids with alcohols/carbamates and α-propargylic-3-indolymethanols through the trapping of di-heteroatom ylides with carbocations via the SN1 pathway. The single carbon atom in Rh-carbynoids was trifunctionalized by three building blocks, leading to the formation of three new bonds in one step and affording a series of propargylic indole derivatives with easily convertible functional groups in moderate to high yields. The key to this reaction is the parallel generation of two activity-matched transient intermediates and the maintenance of high chemo- and regioselectivity.

Graphical abstract: Multi-functionalization of Rh-carbynoids with alcohols/carbamates and α-propargylic-3-indolymethanols

Supplementary files

Article information

Article type
Research Article
Submitted
06 Mar 2024
Accepted
29 Apr 2024
First published
02 May 2024

Org. Chem. Front., 2024,11, 3596-3601

Multi-functionalization of Rh-carbynoids with alcohols/carbamates and α-propargylic-3-indolymethanols

J. Luo, M. Zhang, G. Liu, Z. Zhang, Y. Qian and W. Hu, Org. Chem. Front., 2024, 11, 3596 DOI: 10.1039/D4QO00401A

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