The Chan-Lam-type synthesis of thioimidazolium salts for thiol-(hetero)arene conjugation

Chem Commun (Camb). 2024 Apr 9. doi: 10.1039/d4cc00704b. Online ahead of print.ABSTRACTThe design of stable and variable aryl linkers for conjugating drug moieties to the metabolism-related thiols is of importance in drug discovery. We disclosed that thioimidazolium groups are unique scaffolds for the thiol-(hetero)arene conjugation under mild conditions. The drug bound thioimidazolium salts, which are easily accessible via a copper-mediated Chan-Lam process in gram-scale, could be successfully applied to the late-stage coupling of bioactive thiols to construct a broad array of drug-like molecules.PMID:38591667 | DOI:10.1039/d4cc00704b

Source: Chemical Communications - April 9, 2024 Category: Chemistry Authors: Yue Li Dongchang Han Zhibin Luo Xiaomeng Lv Bin Liu Source Type: research