Multicomponent Reactions Among Alkyl Isocyanides, sp reactants, and sp2 Carbon Cages

We explored the reactivity and substrate scope of the reactions among an alkyl isocyanide, an sp-hybridized reactant (i.e. alkyne or allene), and a carbon cage, as a new approach to functionalize fullerenes and metallofullerenes. This account summarizes the key findings in our recent published work, and some original data for the reaction involving an isocyanide, allenes, and metallofullerene Lu3N@C80.

A Convenient Synthesis of Functionalized 2,3-Diazaspiro[4.4]nona-1,6,8-trienes

A convenient Michael addition/cyclization sequence of alkyl isocyanide–acetylenic ester zwitterionic adducts with various pyrazolone derivatives, leading to the formation of dialkyl 6-(alkylamino)-1-methyl-4-oxo-3-phenyl-9-aryl-2,3-diazaspiro[4.4]nona-1,6,8-triene-7,8-dicarboxylates in moderate to good yields, is described. The structure of the target compounds was confirmed by an X-ray diffraction study.

Synthesis of 1H-Chromeno[2,3-d]Pyrimidine-5-Carboxamides under Solvent-Free Conditions at Ambient Temperature

Good yields of six 1H-chromeno[2,3-d]pyrimidine-5-carboxamides were obtained via the two-stage, one-pot reaction of an alkyl isocyanide with the initially formed condensation product of 1,3-dimethyl barbituric acid and a salicylaldehyde under solvent-free conditions at ambient temperature. This procedure has a number of advantages, such as short reaction time and easy work-up. Also, the present method does not involve any hazardous organic solvent.