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Ruthenium Catalyzed Intramolecular C-S Coupling Reactions: Synthetic Scope and Mechanistic Insight.
Sharma, Shivani; Pathare, Ramdas S; Maurya, Antim K; Gopal, Kandasamy; Roy, Tapta Kanchan; Sawant, Devesh M; Pardasani, Ram T.
Affiliation
  • Sharma S; Department of Chemistry, ‡Department of Pharmacy, School of Chemical Sciences and Pharmacy, Central University of Rajasthan , Bandarsindri, Kishangarh - 305 817, Rajasthan, India.
  • Pathare RS; Department of Chemistry, ‡Department of Pharmacy, School of Chemical Sciences and Pharmacy, Central University of Rajasthan , Bandarsindri, Kishangarh - 305 817, Rajasthan, India.
  • Maurya AK; Department of Chemistry, ‡Department of Pharmacy, School of Chemical Sciences and Pharmacy, Central University of Rajasthan , Bandarsindri, Kishangarh - 305 817, Rajasthan, India.
  • Gopal K; Department of Chemistry, ‡Department of Pharmacy, School of Chemical Sciences and Pharmacy, Central University of Rajasthan , Bandarsindri, Kishangarh - 305 817, Rajasthan, India.
  • Roy TK; Department of Chemistry, ‡Department of Pharmacy, School of Chemical Sciences and Pharmacy, Central University of Rajasthan , Bandarsindri, Kishangarh - 305 817, Rajasthan, India.
  • Sawant DM; Department of Chemistry, ‡Department of Pharmacy, School of Chemical Sciences and Pharmacy, Central University of Rajasthan , Bandarsindri, Kishangarh - 305 817, Rajasthan, India.
  • Pardasani RT; Department of Chemistry, ‡Department of Pharmacy, School of Chemical Sciences and Pharmacy, Central University of Rajasthan , Bandarsindri, Kishangarh - 305 817, Rajasthan, India.
Org Lett ; 18(3): 356-9, 2016 Feb 05.
Article in En | MEDLINE | ID: mdl-26761401
ABSTRACT
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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Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: Org Lett Journal subject: BIOQUIMICA Year: 2016 Document type: Article Affiliation country: India
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Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: Org Lett Journal subject: BIOQUIMICA Year: 2016 Document type: Article Affiliation country: India