This analysis demonstrates K2CO3-generated azomethine ylides undergoing regioselective cycloaddition to functionalized dihydropyrrolizines, highlighting DFT-supported mechanisms.
The K2CO3-mediated synthesis of frequently used azomethine ylide intermediates and their highly regioselective 1,3-dipolar cycloaddition reactions are elegantly demonstrated, offering a regiocontrolled synthesis of valuable fused N-heterocycles. These relatively stable azomethine ylides undergo dual C–C and C–N coupled cyclization with terminal alkynes and N-substituted maleimides under metal-free conditions, providing a concise and aesthetically pleasing route to functionalized 2,3-dihydro-1H-pyrrolizines. The detection of intermediates and density functional theory (DFT) calculations confirm the regio- and stereoselectivity of this cycloaddition process, highlighting its precision and efficiency.
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Ghosh et al. (2025) studied this question.
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