Formal [4+1] Cycloaddition of o ‐Aminobenzyl Chlorides with Isocyanides: Synthesis of 2‐Amino‐3‐Substituted Indoles

Jong, Jacobus A. W.Bao, XuWang, QianZhu, Jieping2019-05-032019-05-032019-05-03201910.1002/hlca.201900002https://infoscience.epfl.ch/handle/20.500.14299/156258Reaction of substituted o-aminobenzyl chlorides with isocyanides in the presence of a weak base (NaHCO3) at room temperature afforded the diversely functionalized 2-aminoindoles in good to excellent yields. A formal [4+1] cycloaddition of the in situ generated aza-ortho-xylylenes with isocyanides accounted for the reaction outcome.Aza-ortho-xylyleneisocyanides2-aminoindoleN-(ortho-chloromethyl)aryl amidecycloaddition.Formal [4+1] Cycloaddition of o ‐Aminobenzyl Chlorides with Isocyanides: Synthesis of 2‐Amino‐3‐Substituted Indolestext::journal::journal article::research article