Fluoro-4-methoxy-1,1 -biphenyl

Preparation of 4 -fluoro-2 -methoxy-3-trifluoromethyl-biphenyl-4-carbonitrile... 

From these variations the structure-activity relationship for meta-substituted biphenyl carbazates can be summarized The introduction of a substituent para to the pendant phenyl group improves the activity compared with the unsubstituted ortho- or meta-biphenyl carbazates. The most active carbazates are those with a methoxy, ethoxy, y -fluoro-ethoxy substituent para to the phenyl moiety in the meta-biphenyl carbazates (Fig. 30.2.3). 

Buchwald and co-authors reported synthesis of biaryls by a lithiation/ borylation/Suzuki-Miyaura cross coupling sequence in continuous flow [53]. Aryl bromides could be lithiated at room temperature with 2 s-10 min residence time by mixing with n-BuLi, which then reacted with B(OiPr)3 at room temperature with 1 min residence time to afford aryl borates, ArB(OiPr)3Li. The reactor was sonicated to avoid blocking by precipitated ArB(OiPr)3Li. The reaction mixture was then mixed with Pd catalyst/THF solution and reacted at 60 °C (4—10 min residence time) to give biaryls in good yields. For example, 2-fluoro-4 -methoxy-[l,l -biphenyl]-4-carbonitrile was obtained in 94% yield (4 min residence time) (Scheme 5.38). 

Dihydroxyphenyl)-2-methyl- 1-propanone, 2017 l-(5 -Fluoro-2 -methoxy[l,r-biphenyl]-4-yl)-l-propanone, 1933 l-(2-Fluoro-4,6-dimethoxyphenyl)-l-propanone, 1831 1 -(2-Fluoro-4,6-dihydroxyphenyl)-l -propanone, 1755 1 -(4-Methoxy [ 1,1 -biphenyl] -3 -yl)-2,2-dimethyl-1 -propanone, 2098... 

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