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Polymer-supported thiobenzophenone: a self-indicating traceless ‘catch and release’ linker for the synthesis of isothiocyanates
Authors:Brendan A Burkett  Jacqueline M Kane-Barber  Robert J O’Reilly  Lei Shi
Institution:School of Chemical and Physical Sciences, Victoria University of Wellington, PO Box 600, Wellington, New Zealand
Abstract: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.
Keywords:Self-indicating  Polymer-supported synthesis  Isothiocyanates  Catch and release
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