Iron-Catalyzed Cycloaddition Reaction of Diynes and Cyanamides at Room Temperature
The Journal of Organic Chemistry2013Vol. 78(7), pp. 3065–3072
Citations Over TimeTop 10% of 2013 papers
Abstract
An iron-catalyzed [2 + 2 + 2] cycloaddition reaction of diynes and cyanamides at room temperature is reported. Highly substituted 2-aminopyridines were obtained in good to excellent yields with high regioselectivity. Insights toward the reaction process were investigated through in situ IR spectra and control experiments. In this iron-catalyzed cycloaddition reaction, the active iron species was generated only in the presence of both alkynes and nitriles. The lower reaction temperature, broad substrates scope, and inversed regioselectivity make it a complementary method to the previously developed iron catalytic system.
Related Papers
- → Iron-Catalyzed Cycloaddition Reaction of Diynes and Cyanamides at Room Temperature(2013)107 cited
- → [3 + 2] Cycloaddition of Isocyanides with Aryl Diazonium Salts: Catalyst-Dependent Regioselective Synthesis of 1,3- and 1,5-Disubstituted 1,2,4-Triazoles(2018)76 cited
- → Ag2O-Induced Regioselective Huisgen Cycloaddition for the Synthesis of Fully Substituted Pyrazoles as Potential Anticancer Agents(2022)13 cited
- → Highly Efficient and Convenient Supported Ionic Liquid TiCl5-DMIL@SiO2@Fe3O4-Catalyzed Cycloaddition of CO2 and Epoxides to Cyclic Carbonates(2017)16 cited
- → ChemInform Abstract: Silver‐Catalyzed [3 + 2] Cycloaddition of Isocyanides with Diazo Compounds: New Regioselective Access to 1,4‐Disubstituted‐1,2,3‐triazoles.(2016)