Copper-Catalyzed Direct Thiolation of Ketones Using Sulfonohydrazides: A Synthetic Route to Benzylic Thioethers
Amardeep Ramprasad Jadhao* and Sanjay Subhash Gaikwad*
*Late Pushpadevi Patil Arts & Science College Risod, Washim,
MH 444506; Abasaheb Garware College, Pune, MH 411004, India, Email:
amardeepjadhao
gmail.com, sanjchem99gmail.com
A. R. Jadhao, S. S. Gaikwad, J. Org. Chem., 2023, 88, 14078-14087.
DOI: 10.1021/acs.joc.3c01598
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Abstract
A facile copper-catalyzed sustainable thiolation of ketones with sulfonohydrazides provides benzylic thioethers in excellent yield under mild reaction conditions. This approach avoids the use of thiols. The commercial availability of the base and reagents, broad substrate scope, and convenient reaction procedure make the method attractive for benzylic thioether synthesis.
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proposed mechanism
Key Words
aryl sulfides, benzyl sulfides, oxygen
ID: J42-Y2023
