6533b7dcfe1ef96bd1272923

RESEARCH PRODUCT

A short synthesis of pyridines from deprotonated α-aminonitriles by an alkylation/RCM sequence

Till OpatzMarco M. NebeCarina WeberLukas P.v. Kaluza

subject

DeprotonationStevens rearrangementOlefin metathesis010405 organic chemistryChemistryStereochemistryGeneral ChemistryAlkylation010402 general chemistry01 natural sciences0104 chemical sciencesSequence (medicine)

description

Abstract α-Aminonitriles can serve as versatile key precursors for the synthesis of nitrogen containing heterocycles. After unsuccessful trials involving the [1,2]-Stevens rearrangement of nitrile-stabilized ammonium ylides, we herein report a simple three-step synthesis of substituted pyridines based on an alkylation/ring-closing metathesis/aromatization sequence.

https://doi.org/10.1515/znb-2016-0005