Abstract
Benzyl thiocyanates with an electron-withdrawing group ( 1a, 1b) and 9-fluorenyl thiocyanate ( 1e) rearrange to the corresponding isothiocyanate ( 2) under 9,10-diphenylanthracene (DPA) sensitization. The rearrangement would proceed via carbon–sulfur bond cleavage in an anion radical of 1 produced by photoinduced electron transfer, followed by back electron transfer to DPA ·+ and recombination of the resulting radical or ion pair.
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