Development of a Continuous Flow Synthesis of 2-Substituted Azetines and 3-Substituted Azetidines by Using a Common Synthetic Precursor
Marco Colella, Pantaleo Musci, Debora Cannillo, Mauro Spennacchio, Andrea Aramini, Leonardo Degennaro, Renzo Luisi
Abstract
The generation and functionalization, under continuous flow conditions, of two different lithiated four-membered aza-heterocycles is reported. N-Boc-3-iodoazetidine acts as a common synthetic platform for the genesis of C3-lithiated azetidine and C2-lithiated azetine depending on the lithiation agent. Flow technology enables easy handling of such lithiated intermediates at much higher temperatures compared to batch processing. Flow technology combined with cyclopentylmethyl ether as an environmentally responsible solvent allows us to address sustainability concerns.
Topics & Concepts
ChemistryContinuous flowFlow chemistrySurface modificationEtherCombinatorial chemistrySolventFlow (mathematics)Organic chemistryBiochemical engineeringCatalysisMathematicsEngineeringPhysical chemistryGeometryAsymmetric Hydrogenation and CatalysisSynthesis and Catalytic ReactionsInnovative Microfluidic and Catalytic Techniques Innovation