A General Protocol toward Synthesis of 3-Methylindoles Using Acenaphthoimidazolyidene-Ligated Oxazoline Palladacycle
Ruoqian Fan, Haili Wen, Zhen Chen, Yuanzhi Xia, Weiwei Fang
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