Login / Signup

Copper-catalyzed deacetonative Sonogashira coupling.

Yury N KotovshchikovArtem A BinyakovskyGennadij V LatyshevNikolay V LukashevIrina P Beletskaya
Published in: Organic & biomolecular chemistry (2022)
A convenient Pd- and phosphine-free protocol for assembling internal alkynes from tertiary propargyl alcohols and (het)aryl halides has been developed. The proposed tandem approach includes the base-promoted retro-Favorskii fragmentation followed by Cu-catalyzed C(sp)-C(sp 2 ) cross-coupling. The use of inexpensive reagents ( e.g. a catalyst, additives, a base, and a solvent) and good functional group tolerance make the procedure practical and cost-effective. The synthetic utility of the method was demonstrated by a smooth alkynylation of vinyl iodides derived from natural steroidal hormones.
Keyphrases
  • room temperature
  • ionic liquid
  • randomized controlled trial
  • metal organic framework
  • anti inflammatory drugs
  • minimally invasive
  • carbon dioxide