6533b7defe1ef96bd1276621

RESEARCH PRODUCT

Two-Step Synthesis of 2-Aminoindolizines from 2-Alkylpyridines

Murat KucukdisliTill Opatz

subject

chemistry.chemical_compoundAnnulationChemistryOrganic ChemistryTwo stepOrganic chemistryPyridiniumPhysical and Theoretical ChemistryAlkylationAcceptorCyanohydrin

description

An efficient method for the synthesis of 2-aminoindolizines by the 5-exo-dig cyclization of 2-alkyl-1-(1-cyanoalkyl)pyridinium salts has been developed. These substrates were prepared by N-alkylation of 2-alkylpyridines with readily available cyanohydrin triflates. The method allows the introduction of various substituents at the 1-, 3-, 6-, 7-, and 8-positions and leaves no undesired acceptor groups in the products.

https://doi.org/10.1002/ejoc.201402618