《Sustainable Ligand-Free Heterogeneous Palladium-Catalyzed Sonogashira Cross-Coupling Reaction in Deep Eutectic Solvents》 was written by Messa, Francesco; Dilauro, Giuseppe; Perna, Filippo M.; Vitale, Paola; Capriati, Vito; Salomone, Antonio. Application of 90-14-2 And the article was included in ChemCatChem in 2020. The article conveys some information:
The com. available and cheap Pd/C was found to promote Sonogashira couplings in the environmentally friendly choline chloride/glycerol eutectic mixture in the absence of external ligands. Under heterogeneous conditions, (hetero)aryl iodides ArI (Ar = naphthalen-1-yl, thiophen-2-yl, 3-chlorophenyl, etc.) were successfully coupled with both aromatic and aliphatic alkynes RCCH (R = trimethylsilyl, pentyl, Ph, etc.) in yields ranging from 50 to 99% within 3 h at 60°C. The aforementioned catalytic system proved to be effective also towards electron-rich iodides, which are notoriously known to be poorly reactive in Pd-catalyzed Sonogashira coupling reactions. The eutectic mixture and the catalyst could easily and successfully be recycled up to four times with an E-factor as low as 24.4. In the part of experimental materials, we found many familiar compounds, such as 1-Iodonaphthalene(cas: 90-14-2Application of 90-14-2)
1-Iodonaphthalene(cas: 90-14-2) is one of organic iodides. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond. Iodo alkanes participate in a variety of organic synthesis reactions, which include the SimmonsSmith reaction (cyclopropanation using iodomethane), Williamson ether synthesis, Wittig reaction, Grignard reaction, alkyl coupling reactions, and Wurtz reaction.Application of 90-14-2
Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com