1 research outputs found
Copper-Catalyzed Ring-Expansion Cascade of Azirines with Alkynes: Synthesis of Multisubstituted Pyridines at Room Temperature
The
first intermolecular ring-expansion cascade of azirines with
alkynes for the synthesis of pyridines, enabled by a copper/triethylamine
catalytic system via simultaneous generation and utilization of yne-enamine
and skipped-yne-imine intermediates, is reported. Experimental as
well as computational mechanistic studies revealed that the role of
triethylamine is crucial in deciding the reaction pathway toward the
pyridine products. This process offers a novel, one-step, direct,
and practical strategy for the rapid construction of highly substituted
pyridines under exceedingly mild conditions, and an installed alkyne
functionality