ANR

The SCoopCH project belongs to the “Major Societal Challenges” defined by the ANR agency. In a society in which the saving energy and the ecological debt are two of the major concerns, it is urgent to mobilize research and innovation forces to develop a “greener chemistry”. The growing awareness of the need to reduce the amount of waste and the number of synthetic steps aroused the interest of the chemist community to elaborate sustainable transformations and new retrosynthetic disconnections based on the principles of “eco-design”. Therefore, as part of the strategies developed by chemists, the direct functionalization of a C-H bond is a promising tool offering unprecedented disconnections, which fulfills the criteria of atom- and step-economy. Besides, due to the impressive ability of the fluorine atom and fluorinated groups to alter the biological and physical properties of molecules, the organofluorine chemistry is a research field of tremendous importance in materials as well as pharmaceutical and agrochemical industries.

The SCoopCH project aims at designing new and sustainable approaches for the transition metal-catalyzed functionalization of aromatic and aliphatic derivatives with various SRf groups by C-H bond activation. To reach that challenging goal, we intend to bring eco-friendly solutions based on a cooperative catalysis. Proposed methodologies combining original C-H bond functionalization and new strategies to generate SRf sources, will be disclosed. The ultimate goal of the SCoopCH project is to access new SRf-containing molecules inaccessible so far. These technologies will offer new synthetic routes in agreement with environmental concerns (to minimize the production of waste and atom- and step-economical reactions).

Team members :

  • Mu-Yi CHEN (PhD)
  • Vijay KOSHTI (Post doctoral researcher since 1/04/2019)

Publications :

L. Ruyet, M. I. Lapuh, V. S. Koshti, T. Földesi, P. Jubault, T. Poisson, Z. Novák, T. Besset,*
Chem. Commun. 2021, 57, 6241. DOI: 10.1039/d1cc02007b
Z-Selective Pd-catalyzed 2,2,2-trifluoroethylation of acrylamides at room temperature
Invitation for a special Theme Collection “Functionalization of unreactive C-H bonds”
Highlight dans En direct des laboratoires

 

M. Gao, M. Vuagnat, M.-Y. Chen, X. Pannecoucke, P. Jubault, T. Besset,*
Chem. Eur. J. 2021, 27, 6145. DOI: 10.1002/chem.202004974
Design and Use of Electrophilic Thiocyanating and Selenocyanating Reagents: a New Trend for the Construction of SCN- and SeCN-containing Compounds” (Review)
This article also appears in Reviews Showcase

 

M. Gao, M.-Y. Chen, X. Pannecoucke, P. Jubault, T. Besset,
Chem. Eur. J.
2020, DOI: 10.1002/chem.202003521.
Pd‐Catalyzed Directed Thiocyanation Reaction by C–H Bond Activation

Part of a Special Issue celebrating the 1000th Issue of Chemistry—A European Journal.
This article also appears in: Hot Topic: C-H Activation, XXII International Symposium on Homogeneous Catalysis
The Chemistry institute of CNRS spoked of this article (press release by CNRS).

 

M.-Y. Chen, X. Pannecoucke, P. Jubault, T. Besset,
Org. Lett. 2020, 22, 7556.
DOI: 10.1021/acs.orglett.0c02750
Pd-Catalyzed Selective Chlorination of Acrylamides at Room Temperature

 

M.-Y. Chen, X. Pannecoucke, P. Jubault, T. Besset,*
J. Org. Chem. 2019, 84, 13194. DOI: 10.1021/acs.joc.9b01872
Access to Isothiazolones from Simple Acrylamides by Pd-Catalyzed C−H Bond ActivationInvited contribution for the special issue on “C-H Bond Functionalization.”

 

Q. Zhao, M.-Y. Chen, T. Poisson, X. Pannecoucke, J.-P. Bouillon, T. Besset
Eur. J. Org. Chem. 2018, DOI: 10.1002/ejoc.201801071
Pd‐Catalyzed Trifluoromethylthiolation of Unsaturated Compounds: A General Approach
This paper was among the top 10% most downloaded papers !