Cycloaddition Reactions of Azides and Electron‐Deficient Alkenes in Deep Eutectic Solvents: Pyrazolines, Aziridines and Other Surprises
Filip Sebest, Kushal Lachhani, Chaleena Pimpasri, Luis Casarrubios, Andrew J. P. White, Henry S. Rzepa, Silvia Díez‐González
Abstract
Abstract The reaction of organic azides and electron‐deficient alkenes was investigated in a deep eutectic solvents. A series of highly substituted 2‐pyrazolines was successfully isolated and their formation rationalised by DFT calculations. The critical effect of substitution was also explored; even relatively small changes in the cycloaddition partners led to completely different reaction outcomes and triazolines, triazoles or enaminones can be formed as major products depending on the alkene employed. magnified image
Topics & Concepts
ChemistryCycloadditionEutectic systemAlkenePhotochemistryOrganic chemistryComputational chemistryCatalysisAlloyCyclopropane Reaction MechanismsSynthesis and Catalytic ReactionsClick Chemistry and Applications