Angewandte Chemie, 2017 AbstractAn electrocyclization route to azetidine nitrones from N‐alkenylnitrones was discovered that provides facile access to these unsaturated strained heterocycles. Reactivity studies showed that these compounds undergo a variety of reduction, cycloaddition, and nucleophilic addition reactions to form highly substituted azetidines with excellent ...
Tyler W. Reidl +3 more
openaire +5 more sources
Access to 3-Azetidines via Halogenation of Titanacyclobutanes. [PDF]
Adv Synth CatalWeinhold TD, Law JA, Frederich JH.
europepmc +3 more sources
A General and Scalable Method toward Enantioenriched C2-Substituted Azetidines Using Chiral tert-Butanesulfinamides. [PDF]
J Org ChemZelch D, Russo CM, Ruud KJ, O'Reilly MC.
europepmc +2 more sources
Triplet Energy Transfer-Driven Intermolecular [2+2] Photocycloaddition of Acyclic Imines and Indoles: Facile Access to Azetidine-Fused Indolines. [PDF]
Adv Sci (Weinh)An intermolecular aza‐Paternò‐Büchi reaction of indoles and acyclic imines is enabled by visible‐light‐driven triplet energy transfer, providing azetidine‐fused indolines up to 93% yield for 30 examples and providing a novel protocol to access previously inaccessible scaffolds. ABSTRACT Currently, successful examples of the aza‐[2+2] photocycloaddition
Yang G, Han Z, Zhang H, Cui X.
europepmc +2 more sources
Enantioselective Ring Opening of Azetidines via Charge Recognition in Hydrogen-Bond-Donor Catalysis. [PDF]
J Am Chem SocWe report the highly enantioselective ring-opening of 3-substituted azetidines by alkyl and acyl halides promoted by a chiral squaramide hydrogen-bond donor catalyst. Broad scope is achieved across a variety of substrate combinations possessing disparate
Gair JJ +4 more
europepmc +2 more sources
Accessing Azetidines through Magnesium-Mediated Nitrogen Group Transfer from Iminoiodinane to Donor-Acceptor Cyclopropanes. [PDF]
Angew Chem Int Ed EnglHerein, we report a Lewis acid-mediated ring expansion of donor-acceptor cyclopropanes (DACs) to substituted azetidines via nucleophilic nitrogen group transfer from readily accessible iminoiodinane.
Bansode AH +5 more
europepmc +2 more sources
Molecules, 2022 In this work it is demonstrated that enantiomerically enriched N-alkyl 2-oxazolinylazetidines undergo exclusive α-lithiation, and that the resulting lithiated intermediate is chemically stable but configurationally labile under the given experimental ...
Pantaleo Musci +6 more
doaj +1 more source
Stereoselective functionalization of azetidines [PDF]
The synthesis of functionalized azetidine molecules has been and will continue to be crucial in advancing organic chemistry, as azetidine frameworks are among the most valuable structural motifs present in natural products and commercialized drugs.
Shahbaz, Muhammad
core +2 more sources
Intermolecular 2+2 imine-olefin photocycloadditions enabled by Cu(I)-alkene MLCT
Nature Communications, 2022 An ideal method to construct azetidines would be through a [2 + 2] photocycloaddition that joins an olefin and an imine, shown only rarely in the literature, partially due to competitive photochemical processes of the imine.
Daniel M. Flores +2 more
doaj +1 more source
Harnessing Oxetane and Azetidine Sulfonyl Fluorides for Opportunities in Drug Discovery. [PDF]
J Am Chem SocSymes OL +15 more
europepmc +3 more sources