Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 83, Issue 22, Pages 14001-14009Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.8b02361
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- China Scholarship Council
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We report here a method of direct Friedel-Crafts benzylation of arenes with benzylic alcohols using cheap and readily available bisulfate salt as the catalyst in hexafluoroisopropanol. The catalytic system is powerful with a quite diverse group of functionalized arenes and benzylic alcohols. These mild conditions provide a straightforward synthesis of a variety of unsymmetrical diarylmethanes in high yield with good to high regioselectivity. An S(N)1 mechanism involving activation of the hydroxy group through a hydrogen bond is proposed.
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