Polymer-supported thiobenzophenone: a self-indicating traceless ‘catch and release’ linker for the synthesis of isothiocyanates

The use of a thiobenzophenone as a self-indicating linker in the polymer-supported synthesis of isothiocyanates via a traceless ‘catch and release’ strategy is reported. Isothiocyanates were furnished via 1,3-dipolar cycloaddition of nitrile oxides with the polymer-supported thiobenzophenone linker, followed by Lewis acid-assisted fragmentation of the resulting polymer-supported oxathiazole.