A Light-Induced Vinylogous Nazarov-Type Cyclization.
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.
Institute of Organic Chemistry, Johannes Gutenberg University , Duesbergweg 10-14, 55128 Mainz, Germany.
Stefan
S
Pusch
Institute of Organic Chemistry, Johannes Gutenberg University , Duesbergweg 10-14, 55128 Mainz, Germany.
Dieter
D
Schollmeyer
Institute of Organic Chemistry, Johannes Gutenberg University , Duesbergweg 10-14, 55128 Mainz, Germany.
Till
T
Opatz