Mechanochemistry Frees Thiourea Dioxide (TDO) from the ‘Veils’ of Solvent, Exposing All Its Reactivity

Author:

Basoccu Francesco1ORCID,Cuccu Federico1ORCID,Caboni Pietro1,De Luca Lidia2ORCID,Porcheddu Andrea1ORCID

Affiliation:

1. Department of Chemical and Geological Sciences, University of Cagliari, 09042 Monserrato, Italy

2. Department of Chemical, Physical, Mathematical, and Natural Sciences, University of Sassari, Via Vienna 2, 07100 Sassari, Italy

Abstract

The synthesis of nitrogen-based heterocycles has always been considered essential in developing pharmaceuticals in medicine and agriculture. This explains why various synthetic approaches have been proposed in recent decades. However performing as methods, they often imply harsh conditions or the employment of toxic solvents and dangerous reagents. Mechanochemistry is undoubtedly one of the most promising technologies currently used for reducing any possible environmental impact, addressing the worldwide interest in counteracting environmental pollution. Following this line, we propose a new mechanochemical protocol for synthesizing various heterocyclic classes by exploiting thiourea dioxide (TDO)’s reducing proprieties and electrophilic nature. Simultaneously exploiting the low cost of a component of the textile industry such as TDO and all the advantages brought by a green technique such as mechanochemistry, we plot a route towards a more sustainable and eco-friendly methodology for preparing heterocyclic moieties.

Funder

MIUR Italy, PRIN 2017 project

“MultIFunctional poLymer cOmposites based on groWn matERials” (MIFLOWER) and Fondazione di Sardegna

Publisher

MDPI AG

Subject

Chemistry (miscellaneous),Analytical Chemistry,Organic Chemistry,Physical and Theoretical Chemistry,Molecular Medicine,Drug Discovery,Pharmaceutical Science

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