Tosyl cyanide as a C-sulfinylating agent: 3-sulfinylation of 4-hydroxycoumarins and related heterocycles†
Abstract
Treatment of 4-hydroxycoumarins and related heterocycles with TsCN under mild basic reaction conditions produces the corresponding 3-sulfinylated products in high yields. Sulfinyl transfer is proposed to occur from sulfinyl cyanate 1, generated in situ by base-catalysed rearrangement of TsCN.