Issue 7, 2022

Regioselective installation of enolizable ketones and unprotected mercaptoacetic acid into olefins using GO as a phase transfer catalyst

Abstract

We report herein an unprecedented conjugate addition of enolizable ketones and unprotected mercaptoacetic acid to electron-poor alkenes using graphene oxide as a phase transfer catalyst. The envisaged protocol is versatile and applicable to structurally different Michael acceptors such as α,β-unsaturated aldehyde/ketone/acid/ester/amide/nitrile, and β-nitroalkene to afford their corresponding adducts. Regioselectivity of the product operational simplicity, ambient reaction conditions, excellent yield of products (up to 92%), and recyclability of the catalyst up to five times without any substantial change in morphology as well as catalytic efficiency are the salient features of the envisaged protocol.

Graphical abstract: Regioselective installation of enolizable ketones and unprotected mercaptoacetic acid into olefins using GO as a phase transfer catalyst

Supplementary files

Article information

Article type
Paper
Submitted
09 Dec 2021
Accepted
10 Jan 2022
First published
11 Jan 2022

New J. Chem., 2022,46, 3297-3304

Regioselective installation of enolizable ketones and unprotected mercaptoacetic acid into olefins using GO as a phase transfer catalyst

P. Shukla, M. Singh, V. K. Rai and A. Rai, New J. Chem., 2022, 46, 3297 DOI: 10.1039/D1NJ05870C

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