Organic letters

Continuous-Flow Synthesis of Trimethylsilylphenyl Perfluorosulfonate Benzyne Precursors

B Michel, MF Greaney

Index: Michel, Boris; Greaney, Michael F. Organic Letters, 2014 , vol. 16, # 10 p. 2684 - 2687

Full Text: HTML

Citation Number: 13

Abstract

2-(Trimethylsilyl) phenyl perfluorosulfonated aryne precursors may now be accessed using flow chemistry, enabling the fast preparation of pure compounds with no requirement for low temperature lithiation or column chromatography. The process has been adapted to novel nonaflate precursors, utilizing the cheaper and more user-friendly nonaflyl fluoride reagent. The resultant nonaflates are shown to successfully participate in a range of aryne reaction ...