Organic Chemistry Portal

Abstracts

Search:

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

Shivani Sharma, Ramdas S. Pathare, Antim K. Maurya, Kandasamy Gopal, Tapta Kanchan Roy, Devesh M. Sawant* and Ram T. Pardasani

*School of Chemical Sciences and Pharmacy, Central University of Rajasthan, Bandarsindri, Kishangarh - 305 817, Rajasthan, India, Email: dmscuraj.ac.in

S. Sharma, R. S. Pathare, A. K. Maurya, K. Gopal, T. K. Roy, D. M. Sawant, R. T. Pardasani, Org. Lett., 2016, 18, 356-359.

DOI: 10.1021/acs.orglett.5b03185 (free Supporting Information)


Abstract

A ruthenium catalyzed intramolecular C-S coupling reaction of N-arylthioureas enables the synthesis of 2-aminobenzothiazoles via an electrophilic ruthenation pathway instead of a direct C-H activation. In case of meta-substituents on the N-arylthiourea, stereoelectronic effects dictate the final regioselective outcome of the reaction.

see article for more examples



Key Words

benzothiazoles, oxone


ID: J54-Y2016