Strain-release trifluoromethoxylation and pentafluorosulfanoxylation of [1.1.0]bicyclobutanes: expanded access to fluorinated cyclobutane hybrid bioisosteres

[1.1.0]双环丁烷的应变释放三氟甲氧基化和五氟硫氧基化:拓展氟代环丁烷杂化生物等排体的合成途径

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Abstract

Methods for formal bromo-trifluoromethoxylation and bromo-pentafluorosulfanoxylation of [1.1.0]bicyclobutanes using AgOCF(3) or AgOSF(5) and 1,3-dibromo-5,5-dimethylhydantoin are disclosed. These represent complementary strategies to the syntheses of SF(5)- and CF(3)SF(4)-containing cyclobutanes previously reported from our laboratory, ultimately enabling comparative structural studies and in vitro ADME profiling for various fluorinated cyclobutanes.

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