6533b86ffe1ef96bd12cdba1
RESEARCH PRODUCT
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subject
Reaction conditions010405 organic chemistryChemistryOrganic ChemistryPharmaceutical ScienceHalideMethylene bridgeSelf-condensation010402 general chemistry01 natural sciencesMedicinal chemistryPyrrolidine0104 chemical sciencesAnalytical ChemistryCatalysisEnamineSolventchemistry.chemical_compoundChemistry (miscellaneous)Drug DiscoveryMolecular MedicinePhysical and Theoretical Chemistrydescription
The preparation of unprecedented 6,12-disubstituted methanodibenzo[b,f][1,5]dioxocins from pyrrolidine catalyzed self-condensation of 2′-hydroxyacetophenones is herein described. This method provides easy access to this highly bridged complex core, resulting in construction of two C–O and two C–C bonds, a methylene bridge and two quaternary centers in a single step. The intricate methanodibenzo[b,f][1,5]dioxocin compounds were obtained in up to moderate yields after optimization of the reaction conditions concerning solvent, reaction times and the use of additives. Several halide substituted methanodibenzo[b,f][1,5]dioxocins could be prepared from correspondent 2′-hydroxyacetophenones.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2019-06-29 | Molecules |