Tandem Cyclization of <i>o</i>-Hydroxyphenyl Propargyl Alcohols with Thionucleophiles: A Metal-Free and Modular Access to 3-Fluoroalkylsulfonyl/Thio Benzofurans

Despite both fluoroalkylsulfonyl groups and benzofurans are important bioactive moieties, the construction of fluoroalkanesulfonylated benzofurans that incorporate these two fragments remains underdeveloped. Here, we report a tandem cyclization protocol to construct a wide range of 3-fluoroalkylsulfonyl benzofurans using readily accessible <i>o</i>-hydroxyphenyl propargyl alcohols and sodium fluoroalkanesulfinates. Furthermore, this synthetic strategy can also be adapted to prepare 3-thio benzofurans by changing the S-nucleophiles to thiols or thiophenols.