Scientific news INC/CNRS : “Fewer steps in the synthesis of allylsulfones

Publication of the ROCS team

©Alexandre Pradal

Molecules containing sulfone units (R-SO2-R’) are important synthetic intermediates in organic chemistry as they are involved in reactions that lead to molecules or materials of interest used for example in pharmacology. Currently, four synthetic steps are necessary to design allylsulfones (R = allyl chain -CH2-CH=CH) from commercial products.

Scientists from the ROCS team of the Paris Institute of Molecular Chemistry (CNRS/Sorbonne University), in collaboration with the team of Prof. Gianluigi Broggini (Università dell’Insubria, Italy), have developed a new strategy that allows this synthesis to be carried out in a single step. To do this, they introduce into the reaction medium a palladium-based metal catalyst whose role is to make the C-H bonds of the starting products reactive, whereas in the absence of catalysts, they are particularly inert. Hence an economy of steps and thus a more virtuous way to consider the synthesis of these organic molecules which interest the industrial sector. These results are published in the European Journal of Organic Chemistry.

Reference

Tingting Chen, Jassmin Lahbi, Prof. Gianluigi Broggini, Dr. Alexandre Pradal & Giovanni Poli
Allylsulfones through Palladium-Catalyzed Allylic C−H Sulfonylation of Terminal Alkenes
European Journal of Organic Chemistry2023