Litcius/Paper detail

C4-arylation and domino C4-arylation/3,2-carbonyl migration of indoles by tuning Pd catalytic modes: Pd(<scp>i</scp>)–Pd(<scp>ii</scp>) catalysis <i>vs.</i> Pd(<scp>ii</scp>) catalysis

Yaohang Cheng, Shijie Yu, Yuhang He, Guanghui An, Guangming Li, Zhen‐Yu Yang

2021Chemical Science65 citationsDOIOpen Access PDF

Abstract

Efficient C4-arylation and domino C4-arylation/3,2-carbonyl migration of indoles have been developed. The former route enables C4-arylation in a highly efficient and mild manner and the latter route provides an alternative straightforward protocol for synthesis of C2/C4 disubstituted indoles. The mechanism studies imply that the different reaction pathways were tuned by the distinct acid additives, which led to either the Pd(i)-Pd(ii) pathway or Pd(ii) catalysis.

Topics & Concepts

CatalysisDominoChemistryCombinatorial chemistryPalladiumMedicinal chemistryOrganic chemistryCatalytic C–H Functionalization MethodsAsymmetric Hydrogenation and CatalysisCatalytic Cross-Coupling Reactions