Premium
Glycerol as a Recyclable Solvent for Copper‐Mediated Ligand‐Free C‐S Cross‐Coupling Reaction: Application to Synthesis of Gemmacin Precursor
Author(s) -
Dubey Abhishek V.,
Gharat Siddhesh B.,
Vijay Kumar A.
Publication year - 2017
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201700684
Subject(s) - chemoselectivity , aryl , ligand (biochemistry) , catalysis , chemistry , coupling reaction , solvent , halide , combinatorial chemistry , glycerol , organic chemistry , copper , sulfide , alkyl , biochemistry , receptor
Abstract A highly efficient copper catalyzed ligand‐free C−S cross‐coupling reaction of aryl halides with thiols has been performed in the presence of environmentally benign solvent glycerol. A variety of aryl thiols are prepared with good chemoselectivity and functional group tolerance. The catalytic system is found to be active for more challenging and less reactive aryl bromides. The catalyst and solvent are recyclable up to five cycles. The developed methodology is used for the synthesis of a sulfide precursor of Gemmacin B and Gemmacin antibiotics.