Strain-Release Trifluoromethoxylation and Pentafluorosulfanoxylation of [1.1.0]Bicyclobutanes: Expanded Access to Fluorinated Cyclobutane Hybrid Bioisosteres

Abstract

Methods for formal bromo-trifluoromethoxylation and bromo-pentafluorosulfanoxylation of [1.1.0]bicyclobutanes using AgOCF3 or AgOSF5 and 1,3-dibromo-5,5-dimethylhydantoin are disclosed. These represent complementary strategies to the syntheses of SF5- and CF3SF4-containing cyclobutanes previously reported from our laboratory, ultimately enabling comparative structural studies and in vitro ADME profiling for various fluorinated cyclobutanes.