ChemInform Abstract: 2H‐Azirines and 2‐(ω‐Cyanoalkyl)furans as Novel Photoproducts from (n)(2,6)Pyridinophane N‐Oxides and Their Role During Photoreaction.

Abstract

ChemInform Abstract The N-oxides (I) are prepared from the respective pyridinophanes (MCPBA/CHCl3; yield 36-60%). On irradiation, they yield the expected pyrrolophanones (II) and, unexpectedly, the title compounds (III) and (IV) as well (mechanism). Huang-Minlon reduction of (IIc) leads to the so far unknown pyrrolophane (53%). In boiling cyclohexane, (IIIb) rearranges to (IIb) but, on the other hand, addition of phosphane (V) leads to the phosphonium salt (VI).