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2,3′‐Bisindole Synthesis from <i>o</i> ‐(2.2‐Dibromovinyl)aniline and <i>o</i> ‐Ethynylaniline

Pengfei Li, Fanpeng Yang, Qingyan Song, Rongchao Wang, Zhengshen Wang, Huaiji Zheng

2023Asian Journal of Organic Chemistry5 citationsDOIOpen Access PDF

Abstract

Abstract A Pd‐catalyzed coupling reaction from o ‐alkynylanilines and o ‐(2,2‐dibromovinyl)anilines for the synthesis of 2,3′‐bisindoles is developed. In which, o ‐ethynylaniline was used as 3‐functionalized indole precursor and o ‐(2,2‐dibromovinyl)aniline was used as 2‐functionalized indole precursor. This protocol exhibits high efficiency, good functional group tolerance and scalability from easily accessible starting materials.

Topics & Concepts

AnilineChemistryIndole testFunctional groupCombinatorial chemistryCatalysisReaction conditionsPolymer chemistryMedicinal chemistryOrganic chemistryPolymerSynthesis of Indole DerivativesCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling Reactions
2,3′‐Bisindole Synthesis from <i>o</i> ‐(2.2‐Dibromovinyl)aniline and <i>o</i> ‐Ethynylaniline | Litcius