Synthesis 2016; 48(08): 1246-1252
DOI: 10.1055/s-0035-1561565
paper
© Georg Thieme Verlag Stuttgart · New York

Copper-Mediated Oxidative Trifluoromethylthiolation of Potassium Aryltrifluoroborates with Elemental Sulfur and Ruppert–Prakash Reagent

Srinivas Reddy Dubbaka*
Department of Medicinal Chemistry, Albany Molecular Research Singapore Research Centre, Pte. Ltd., 61 Science Park Road, #05-01 Galen, Science Park II, Singapore-117525, Singapore   Email: dubbaka.srinivasreddy@amriglobal.com
◊� Present address: School of Chemical and Biomedical Engineering, Nanyang Technological University, 62 Nanyang Drive, Singapore 637459, Singapore   Email: dubbaka@ntu.edu.sg
,
Azmi Reddy Atthunuri
Department of Medicinal Chemistry, Albany Molecular Research Singapore Research Centre, Pte. Ltd., 61 Science Park Road, #05-01 Galen, Science Park II, Singapore-117525, Singapore   Email: dubbaka.srinivasreddy@amriglobal.com
◊� Present address: School of Chemical and Biomedical Engineering, Nanyang Technological University, 62 Nanyang Drive, Singapore 637459, Singapore   Email: dubbaka@ntu.edu.sg
,
Koraboina Chandra Prakash
Department of Medicinal Chemistry, Albany Molecular Research Singapore Research Centre, Pte. Ltd., 61 Science Park Road, #05-01 Galen, Science Park II, Singapore-117525, Singapore   Email: dubbaka.srinivasreddy@amriglobal.com
◊� Present address: School of Chemical and Biomedical Engineering, Nanyang Technological University, 62 Nanyang Drive, Singapore 637459, Singapore   Email: dubbaka@ntu.edu.sg
,
Prabhu Rangabashyam
Department of Medicinal Chemistry, Albany Molecular Research Singapore Research Centre, Pte. Ltd., 61 Science Park Road, #05-01 Galen, Science Park II, Singapore-117525, Singapore   Email: dubbaka.srinivasreddy@amriglobal.com
◊� Present address: School of Chemical and Biomedical Engineering, Nanyang Technological University, 62 Nanyang Drive, Singapore 637459, Singapore   Email: dubbaka@ntu.edu.sg
,
Satyanarayana Gadde
Department of Medicinal Chemistry, Albany Molecular Research Singapore Research Centre, Pte. Ltd., 61 Science Park Road, #05-01 Galen, Science Park II, Singapore-117525, Singapore   Email: dubbaka.srinivasreddy@amriglobal.com
◊� Present address: School of Chemical and Biomedical Engineering, Nanyang Technological University, 62 Nanyang Drive, Singapore 637459, Singapore   Email: dubbaka@ntu.edu.sg
,
Rajesh Kothandaraman
Department of Medicinal Chemistry, Albany Molecular Research Singapore Research Centre, Pte. Ltd., 61 Science Park Road, #05-01 Galen, Science Park II, Singapore-117525, Singapore   Email: dubbaka.srinivasreddy@amriglobal.com
◊� Present address: School of Chemical and Biomedical Engineering, Nanyang Technological University, 62 Nanyang Drive, Singapore 637459, Singapore   Email: dubbaka@ntu.edu.sg
› Author Affiliations
Further Information

Publication History

Received: 08 December 2015

Accepted after revision: 14 January 2016

Publication Date:
17 February 2016 (online)


§ These authors contributed equally to this work.

Abstract

A facile procedure for the copper-mediated oxidative trifluoromethylthiolation of potassium aryl- and heteroaryltrifluoroborates with Ruppert–Prakash reagent and elemental sulfur is presented. Aryl trifluoromethyl thioethers can be prepared in good to moderate yield under mild reaction conditions.

Supporting Information