Rh(III)-Catalyzed C(sp(2))-H Activation/Annulation for the Construction of Pyrrolo[3,4‑b]indolediones and Their Application as Fluorescent Chemosensors

Rh(III)催化的C(sp(2))-H活化/环化反应构建吡咯并[3,4-b]吲哚二酮及其在荧光化学传感器中的应用

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Abstract

This study presents an efficient strategy for synthesizing ring-fused indoles through Rh-(III)-catalyzed C-H activation of N-arylpyrimidin-2-amines with maleimides, utilizing a pyrimidinyl directing group. The reaction proceeds via a formal [3 + 2] annulation, forming new C-C and C-N bonds and facilitating the streamlined construction of diversely functionalized pyrimidinyl-incorporated pyrrolo-[3,4-b]-indolediones. Furthermore, in the pursuit of potential metal-ion chemosensors, a new ring-fused indole-based fluorescent probe was identified, exhibiting high selectivity and sensitivity for Fe(3+) detection.

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