CAS 1803352-97-7, Cat. No EN300-37378975
Reagent for O,N-heterocycles synthesis
N-Tosyl-1,2-oxazetidine is a reliable source of electrophilic oxygen in the reaction with organometallic compounds1. The resulting compounds are perfect precursors to benzomorpholines and other related heterocycles. This synthetic approach can make six-, seven-, and eight-membered heterocyclic systems. The reagent is a crystalline colorless (or near white in big pieces) bench-stable solid. The reaction with organometallic compounds occurring in classical conditions (-78℃ and THF, Et2O, or hexene as solvent) with good yields. The compatible metalation conditions include halogen-lithium or halogen-magnesium exchange, direct ortho lithiation, and direct metalation.
Synonyms: 2-[(4-methylphenyl)sulfonyl]-1,2-oxazetidine
Selected publication
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N‐Protected 1,2‐Oxazetidines as a Source of Electrophilic Oxygen: Straightforward Access to Benzomorpholines and Related Heterocycles by Using a Reactive Tether.
Javorskis T.; Sriubaitė S.; Bagdžiūnas G.; Orentas E. Chemistry – A European Journal 2015, 21 (25), 9157–9164. DOI: 10.1002/chem.201500731