Understanding the Mechanism of the Divergent Reactivity of Non-Heteroatom-Stabilized Chromium Carbene Complexes with Furfural Imines: Formation of Benzofurans and Azetines.

@article{FunesArdoiz2016UnderstandingTM,
  title={Understanding the Mechanism of the Divergent Reactivity of Non-Heteroatom-Stabilized Chromium Carbene Complexes with Furfural Imines: Formation of Benzofurans and Azetines.},
  author={Ignacio Funes-Ardoiz and Jairo Gonz{\'a}lez and Javier Santamar{\'i}a and Diego Sampedro},
  journal={The Journal of organic chemistry},
  year={2016},
  volume={81 4},
  pages={
          1565-70
        }
}
The mechanisms of the reaction between non-heteroatom-stabilized alkynyl chromium carbene complexes prepared in situ and furfural imines to yield benzofurans and/or azetines have been explored by means of density functional theory method calculations. The reaction proceeds through a complex cascade of steps triggered by a nucleophilic addition of the imine nitrogen atom. The formation of two benzofuran regioisomers has been explained in terms of competitive nucleophilic attacks to different… CONTINUE READING

Topics from this paper.