Hydrazone and Oxime Olefination via Ruthenium Alkylidenes.

ABSTRACT: We describe the development of an efficient method for the olefination of hydrazones and oximes. The key design approach that enables this transformation is tuning of the energy/polarity of C=N π-bonds by employing heteroatom functionalities (NR₂ , OR). The resulting hydrazones or oximes facilitate olefination with ruthenium alkylidenes. Through this approach, we show that air-stable, commercially available ruthenium alkylidenes provide access to functionalized alkenes (20 examples) in ring-closing reactions with yields up to 88 %.

SUBMITTER: Nasrallah DJ 

PROVIDER: S-EPMC9117432 | biostudies-literature | 2022 May

REPOSITORIES: biostudies-literature