6533b7d8fe1ef96bd1269b2f
RESEARCH PRODUCT
A Light-Induced Vinylogous Nazarov-Type Cyclization
Till OpatzDieter SchollmeyerStefan Puschsubject
Azirine010405 organic chemistryStereochemistryOrganic Chemistrychemistry.chemical_element010402 general chemistry01 natural sciencesBiochemistry0104 chemical scienceschemistry.chemical_compoundchemistrySide productLight inducedPhysical and Theoretical ChemistryCobaltdescription
The first examples of a photochemically induced vinylogous Nazarov-type cyclization forming a cycloheptadienone core are described. The reaction can be included in a three-step cascade consisting of a photochemical isoxazole-azirine ring contraction, cobalt(II)-catalyzed ring expansion, and the photochemical cyclization. Furthermore, the first representative of the hitherto unknown 1-azatricyclo[2.2.0.0(2,6)]hexanes has been identified as a side product of the azirine formation.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2016-06-10 | Organic Letters |