A Triflamide-Tethered N-Heterocyclic Carbene-Rhodium(I) Catalyst for Hydroalkoxylation Reactions: Ligand-Promoted Nucleophilic Activation of Alcohols

Abir Sarbajna (1) , Pragati Pandey (1) , S. M. Wahidur Rahaman (1) , Kuldeep Singh (1) , Akshi Tyagi (1) , Pierre H. Dixneuf (2) , Jitendra. K. Bera (1)

1 IIT Kanpur - Indian Institute of Technology Kanpur
2 ISCR - Institut des Sciences Chimiques de Rennes

A triflamide-tethered N-heterocyclic carbene (NHC)-bound Rh-I dicarbonyl catalyst was highly effective for both intermolecular hydroalkoxylation and intramolecular heteroannulation reactions. The involvement of both the amido nitrogen and triflato oxygen atoms of the triflamide functionality for alcohol activation and 1,2-hydrogen shift, respectively, was proposed.

Mots clés: alkynes; cyclization; hydroalkoxylation; ligand design; nucleophilic addition

Domaines: Catalyse; Chimie organique

Abir Sarbajna, Pragati Pandey, S. M. Wahidur Rahaman, Kuldeep Singh, Akshi Tyagi, et al.. A Triflamide-Tethered N-Heterocyclic Carbene-Rhodium(I) Catalyst for Hydroalkoxylation Reactions: Ligand-Promoted Nucleophilic Activation of Alcohols. ChemCatChem, 2017, 9 (8), pp.1397-1401. ⟨10.1002/cctc.201601667⟩. ⟨hal-01532168⟩