Thermodynamically Robust Transfer Reagents for Molecular Editing

Introduction

The increasing demand for complex organic molecules, either because of their biological activity or technical interest, is opening a new period in Organic Synthesis. This field is mainly focused on the discovery of novel transformations that can be carried out in already (poly)functionalized substrates.

Importance of New Reagents

As part of this trend, the development of new reagents capable of transferring additional functional groups at the desired position of advanced synthetic intermediates is of paramount importance. Areas such as crop science and drug discovery make extensive use of this working methodology for the improvement of their original targets and the identification of new ones.

Versatility of Hypervalent I(III) Reagents

Arguably, the most versatile group transfer reagents used in organic synthesis are those based on hypervalent I(III) structures. However, their implementation in industrial processes is seriously limited by their highly reactive nature.

Limitations of Hypervalent Iodine (III) Compounds

Hypervalent iodine (III) compounds are known to be potentially explosive, which limits their use to small scale. Restrictive safety conditions also apply for their synthesis and storage.

Development of Robust Transfer Reagents

To circumvent these drawbacks, we developed, with the ERC Consolidator SULFOSOL (771295), a general approach for the straightforward preparation of thermodynamically more robust transfer reagents based on the use of low-cost sulfur-containing platforms.

Collaboration with ChemEd

Through the intervention of ChemEd, we will push the chemical space beyond the existing boundaries through the synthesis of reagents able to transfer the unique structural entities identified by our industrial partners. ChemEd will simultaneously address the scale-up synthesis of such reagents to proceed with their commercialization.