Nitriles anthracene ring

Isocyclics from ketones Anthracene ring closure, simultaneously carboxylic acids from nitriles O... 

Substituents such as alkene units, alkyne units, and carbonyls can be reduced by catalytic hydrogenation. Lithium aluminum hydride reduces many heteroatom substituents, including nitrile and acid derivatives 56, 57, 104, 105, 106, 107, 108, 109. Polycyclic aromatic compounds such as naphthalene, anthracene, and phenanthrene give electrophilic aromatic substitution reactions. The major product is determined by the number of resonance-stabilized intermediates for attack at a given carbon and the number of fully aromatic rings (intact rings) in the resonance structures 59, 60, 61, 62, 63, 64, 65, 85, 104, 106, 107, 108,109,110,113,114,118. 

Polycyclic aromatic compounds, such as naphthalene and anthracene, are weU known to participate in Diels-Alder and related transformations as these reactions typically result in loss of aromaticity in only one of several arene rings [38]. Such cycloadditions are rarely observed in simpler monocyclic arenes. Several examples of intramolecular [3+2] cycloaddition between an arene and an attached nitrile oxide moiety have been reported [39]. Additionally, 4+2 cycloadditions (also intramolecular) between phenyl groups and attached aUenes have been examined [40]. Allene substrates can be conveniently genwated by base-induced isomerization of alkynyl amides under conditions also suitable for cycloaddition, thweby affording a one-pot method to convert substrates such as 42 to tricyclic products 43 (Schane 15.16) [41]. Elaboration of 43 and structurally related... 

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