Abstract
Naphthalene-2,3-dicarbaldehyde (NDA), a reagent used for the fluorescent detection of amino acids in the presence of cyanide, self-condenses in the presence of cyanide ion and methanol at room temperature to yield a unique crystalline product 2, 15-hydroxybenzo[g]benzo[6,7]isochromeno[4,3-c]isochromen-7(15H)-one. The product is proposed to result from facile air oxidation of NDA to a methyl ester in combination with benzoin condensation. Product 2 does not to form in the absence of air. The gHMBC spectrum of 2 distinguishes it from a possible alternative isomeric condensation product.
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