A facile one-pot, four-component synthesis of (Z)-isomer of rhodanine-oxindole derivatives under environmentally benevolent conditions

Abstract

Herein, an efficient and sustainable one-pot, four-component access to rhodanine-oxindole derivatives is achieved by a reaction between primary amines, carbon disulfide, ethyl chloroacetate, and cyano-substituted alkenyl oxindoles. The reaction was conducted without any harsh conditions as well as exhausting workup in polyethylene glycol (PEG) as a green solvent at room temperature and delivered rhodanine-oxindole products in high yield. This publication is the first easy protocol to be reported for the rapid construction of new rhodanine-oxindole derivatives at room temperature without harsh conditions and via multicomponent reaction.

Graphical Abstract

Keywords:

• Dithiocarbamate
• green synthesis
• multi-component reaction
• oxindole
• rhodanine

Acknowledgment

We thank Ms. Goudarzi for her kind collaboration to this project.

Declaration of interest

The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper.

Scheme 1. Comparison between the available methods for construction of the Rhodanine–Oxindole derivatives.

Additional information

Funding

This project was financially supported by the Sharif University of Technology.