Abstract

AbstractA series of N‐aromatic zwitterions that could undergo higher‐order dipolar cycloadditions were prepared by a rhodium(II)‐catalyzed reaction between heteroaromatic compounds and 1‐sulfonyl‐1,2,3‐triazoles. NICS(0) and structural calculations revealed a strong correlation between the aromaticity and stability of N‐aromatic zwitterions. The initial success of [5+2] cycloadditions of N‐aromatic zwitterions and ketene is expected to advance their application in medicinal chemistry.

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