Litcius/Paper detail

A General Protocol toward Synthesis of 3-Methylindoles Using Acenaphthoimidazolyidene-Ligated Oxazoline Palladacycle

Ruoqian Fan, Haili Wen, Zhen Chen, Yuanzhi Xia, Weiwei Fang

2023Organic Letters10 citationsDOI

Abstract

An efficient catalytic strategy toward the synthesis of N -substituted 3-methylindoles from inactive o -dihaloarenes and N -allylamines was developed by using a 1,3-bis(2,6-diisopropylphenyl)acenaphthoimidazol-2-ylidene (AnIPr)-ligated oxazoline palladacycle. It enabled a very broad substrate scope tolerating different functional groups, electronic properties, and steric bulkiness and afforded desired products in good to excellent yields. Importantly, it showed great potential to synthesize several bioactive compounds and key intermediates of natural products in high yields.

Topics & Concepts

ChemistryOxazolineSteric effectsCombinatorial chemistryCatalysisSubstrate (aquarium)StereochemistryOrganic chemistryOceanographyGeologyCatalytic C–H Functionalization MethodsCyclopropane Reaction MechanismsSynthesis and Catalytic Reactions