Synthetic approaches for the production of PNAP-1–PNAP-8 and PNAP-2h–PNAP-8h.

Abstract

<p>The eight 2-phenylnaphthalenes (<b>PNAP</b>-<b>1</b>–<b>PNAP</b>-<b>8</b>) were easily obtained from phenylacetonitriles and benzaldehydes through six steps. Subsequently, the six hydroxy-PNAPs (<b>PNAP</b>-<b>2h</b>−<b>PNAP</b>-<b>7h</b>) were obtained by demethylation of the corresponding methoxy-PNAPs (<b>PNAP</b>-<b>2</b>−<b>PNAP</b>-<b>7</b>). Unfortunately, attempts at the demethylation of <b>PNAP</b>-<b>8</b> under the same conditions led to complex mixtures. Another hydrophilic amino-PNAP (<b>PNAP</b>-<b>8h</b>) was produced by the reduction of nitro-PNAP (<b>PNAP</b>-<b>8</b>).</p