Mesitonitrile oxide, but not benzonitrile oxide, adds to ate-analogues
of phenanthrene to give low yields of monocycloadducts. Only phenanth
ridine reacts with the two nitrile oxides affording phenanthridinone.
4,7-phenanthroline also gives some other minor products among which th
e bisadduct to a pyridine ring was isolated. The reactivity of aza-ana
logues under examination is discussed in terms of FMO approximation. (
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