Metal‐Free Regioselective Oxidative C−H Trifluoromethylation of Imidazothiazoles and Their Antitubercular Activity

Author:

Chirra Nagaraju12,Shanigarapu Varshitha12,Pedapati Ravi Kumar12,Varakala Saiprasad Dasugari3,Bollikanda Rakesh K.12,Sriram Dharmarajan3,Sridhar Balasubramanian24,Kantevari Srinivas12ORCID

Affiliation:

1. Fluoro and Agrochemicals Department CSIR-Indian Institute of Chemical Technology Hyderabad 500007 India

2. Academy of Scientific and Innovative Research Ghaziabad 201002 India

3. Medicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group Birla Institute of Technology & Science-Pilani Hyderabad, Campus, Jawahar Nagar Hyderabad 500078, Telangana India

4. Centre for X-ray Crystallography CSIR-Indian Institute of Chemical Technology Hyderabad 500007 India.

Abstract

AbstractHere we report a metal‐free direct C−H trifluoromethylation of the imidazothiazoles 7(aad) using sodium triflouromethanesulfinate (Langlois’ reagent) and tert‐butyl hydroperoxide (TBHP) as an oxidant. The control studies show that the protocol follows the radical reaction pathway and provides excellent yields of trifluoromethylated products 9(aad) with broad substrate scope and regioselective operation. Moreover, the newly synthesized compounds exhibit promising antimycobacterial activity.

Publisher

Wiley

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