Rapid Synthesis Of Heterocyclic Molecular Diversity From N-substituted Oxazolones

Oxazolones represent one of the most prominent heterocycle with a wide array of biological activities for antibacterial and antifungal. Oxazolones also serve as key intermediates in the field plant protectant, medicine and dye. The development of novel, efficient and practical methods to generate oxazolone-based heterocyclic molecular diversity remains significant challenges in organic synthesis and industrial applications.We have designed a new type of Aza-Prins reaction. A mild and efficient method for dimerization and cascade dimerization/cyclisation has been developed to generate heterocyclic molecular diversity from N-substituted oxazolones. The method utilises readily available BF3?Et2O as the catalyst under mild conditions to form iminium to effect these transformations. It is a new way to form C-C bond which undergoes Aza-Prins condition. A wide range of N-substitutions such as alkyl, aryl and substituted phenyl were tolerated, and diverse heterocylces were synthesized in excellent yields.