ChemInform Abstract: One‐Pot Synthesis of 1,3,5‐Triazine Derivatives via Controlled Cross‐Cyclotrimerization of Nitriles: A Mechanism Approach.

Abstract

One-Pot Synthesis of 1,3,5-Triazine Derivatives via Controlled Cross-Cyclotrimerization of Nitriles: A MechanismApproach. -Treatment of the starting nitrile with equimolar amounts of Tf 2O or TfOH produces a nitrilium salt which reacts with 2 equiv. of different nitriles to afford a series of trisubstituted s-1,3,5-triazine structures. Both aliphatic and aromatic substrates can be used in this approach. However, the attempt to construct a triazine core with 2 equiv. of benzylcyanide is unsuccessful and the isoquinoline (XVII) is formed instead (mechanism). -(HERRERA, A.; RIANO, A.; MORENO, R.; CASO, B.; PARDO, Z. D.; FERNANDEZ, I.; SAEZ, E.; MOLERO, D.; SANCHEZ-VAZQUEZ, A.; MARTINEZ-ALVAREZ*, R.; J. Org. Chem. 79 (2014) 15, 7012-7024, http://dx.