Heterocycles in organic synthesis. Part 36. An alternative to the gattermann reaction for the conversion of anilines into thiocyanates

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Abstract
5,6-Dihydro-2,4-diphenylnaphtho[1,2-b]pyrylium thiocyanate is prepared in high yield. It reacts with primary arylamines to yield the corresponding fused pyridinium thiocyanates which when pyrolysed with a KNCS–NaCNS eutectic at ca. 220 °C give the aryl thiocyanates in yields averaging 80%.