Amar Ramchandra Mohite, Ravindra Suresh Phatake, Pooja Dubey, Mohamed Agbaria, Alexander I Shames, N Gabriel Lemcoff, Ofer Reany
The halogenation of alcohols under mild conditions expedited by the presence of sub-stoichiometric amounts of thiourea additives is presented. The amount of thiourea added dictates the pathway of the reaction, which may diverge from the desired halogenation reaction towards oxidation of the alcohol, in the absence of thiourea, or towards starting material recovery when excess thiourea is used. Both brominations and chlorinations were highly efficient for primary, secondary, tertiary and benzyl alcohols and tolerate a broad range of functional groups...
September 16, 2020: Journal of Organic Chemistry