Regiocomplementary Synthesis of Fluorinated Bridged Biphenyls

Abstract

Complementary synthesis of two kinds of fluorinated bridged biphenyls has been developed by the combination of oxidative carbon-carbon bond formation and deoxyfluorination.

Microflow Fluorinations of Benzynes: Efficient Synthesis of Fluoroaromatic Compounds

“…Given these limitations, the development of efficient methods for the fluorination of functionalized aromatic compounds under mild conditions has received increased attention over the latest decade. [16][17][18][19][20][21][22][23][24][25][26][27] In fact, our research group recently developed a method for the direct preparation of fluorobenzenes 1 from 2-(trimethylsilyl) phenols 2 28) ; this method involves O-nonafluorobutanesufonylation followed by the generation of the benzyne 4, [29][30][31][32][33][34] and the immediate nucleophilic addition of a fluoride ion at 4, to yield 1. In this method, Bu 4 NF(t-BuOH) 4 serves a dual role that generates the benzyne and then fluorinates it 35) (Chart 1-A).…”