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One-pot synthesis of thioethers from indoles and p-quinone methides using thiourea as a sulfur source. 2023
Medicinal and Process Chemistry Division, CSIR-Central Drug Research Institute, Lucknow 226031, India. t_narendra@cdri.res.in.
Thiourea is an inexpensive and user friendly sulfur reagent that acts as a sulfur source. A simple and efficient protocol has been developed to access thioethers by reacting indoles with p-quinone methides using thiourea as the sulfur source. In our experiments, the reaction apparently proceeded through an S-(3-indolyl)isothiuronium iodide intermediate and subsequent generation of indolethiol that attacked the 1,6 position of p-quinone methides to give desired thioethers in good to excellent yields.
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