Anthracen-9,10-imines synthesis

Based on this sequence, Blum et a/.158 have reported a general synthesis of unsubstituted K-region arene imines from the corresponding arene oxides. K-Imines of benz[a] anthracene, 7-methylbenz[a]anthracene, dibenz [a,/i] anthracene, and benzo[a] pyrene have been prepared. Azido alcohol formation from these oxides is generally nonregiospecific and both possible regioisomers of the azido alcohols are formed in different proportions. 

The same authors reported the synthesis of 6-substituted phenanthridines 360 via intramolecular trapping of imine anions 359179b. They speculated that these two observations could lead to the pentacyclic systems 361a-c from 358a-c via the cascade process indicated in Scheme 109. They also reported that compounds 358 could be converted into pentacyclic 13-azadibenzo[a, [Pg.130]

Anthracen-9,10-imines (e.g., 86-90) are obtained by addition of benzyne (from various precursors) to isoindoles,48 68 73 and the scope of this synthesis has recently been extended to include the use of substituted benzynes and some new isoindoles.74 l,3-Diphenyl-2//-isoindole affords 89 (43%) without... 

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