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Ruthenium Catalyzed Intramolecular C–S Coupling Reactions: Synthetic Scope and Mechanistic Insight

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journal contribution
posted on 04.02.2016 by Shivani Sharma, Ramdas S. Pathare, Antim K. Maurya, Kandasamy Gopal, Tapta Kanchan Roy, Devesh M. Sawant, Ram T. Pardasani
A ruthenium catalyzed intramolecular C–S coupling reaction of N-arylthioureas for the synthesis of 2-aminobenzo­thiazoles has been developed. Kinetic, isotope labeling, and computational studies reveal the involvement of an electrophilic ruthenation pathway instead of a direct C–H activation. Stereoelectronic effect of meta-substituents on the N-arylthiourea dictates the final regioselective outcome of the reaction.

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