Abstract
AbstractNinhydrin and heterocyclic ketene aminals (HKAs) are versatile building blocks in organic chemistry. Reactions of ninhydrin with HKAs initially produced the kinetic products indeno[1,2‐b]pyrrol‐4(1H)‐one derivatives, which could further isomerize to thermodynamic counterparts indeno[2,1‐b]pyrrol‐8(1H)‐ones. The isomerization showed a strong solvent dependency and occurred through a decomposition–reconstruction pathway. This is the first example of isomerization of ninhydrin‐constructed products. The conversion between kinetic and thermodynamic control may be applicable to similar reactions involving ninhydrin or HKAs.
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