Ligand-, copper-, and amine-free sonogashira reaction of aryl iodides and bromides with terminal alkynes.

@article{Urgaonkar2004LigandCA,
  title={Ligand-, copper-, and amine-free sonogashira reaction of aryl iodides and bromides with terminal alkynes.},
  author={Sameer Urgaonkar and John G. Verkade},
  journal={The Journal of organic chemistry},
  year={2004},
  volume={69 17},
  pages={
          5752-5
        }
}
Conditions for an efficient ligand-, copper-, and amine-free palladium-catalyzed Sonogashira reaction of aryl iodides and bromides with terminal alkynes have been developed. Critical to the success of this new protocol is the use of tetrabutylammonium acetate as the base. Noteworthy features of this method are room-temperature conditions and the tolerance of a broad range of functional groups in both reaction partners. 
Copper‐Free, Efficient, Palladium (II)‐Catalyzed Coupling of Unactivated Aryl Iodides with Terminal Alkynes
Abstract Palladium(II)‐catalyzed coupling of terminal alkynes with unactivated aryl iodides occurs at room temperature in good to excellent yields in the presence of tetrabutylammounium bromide as
Cu(OAc)2/Pyrimidines‐Catalyzed Cross‐coupling Reactions of Aryl Iodides and Activated Aryl Bromides with Alkynes under Aerobic, Solvent‐free and Palladium‐free Conditions
Excellent results have been achieved in the Cu(OAc)2-catalyzed Sonogashira cross-couplings of aryl iodides and activated aryl bromides utilizing TBAF (tetrabutylammonium fluoride) as the base and
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