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One-pot synthesis of fluorinated terphenyls by site-selective Suzuki–Miyaura reactions of 1,4-dibromo-2-fluorobenzene

✍ Scribed by Muhammad Sharif; Muhammad Zeeshan; Sebastian Reimann; Alexander Villinger; Peter Langer


Book ID
104097643
Publisher
Elsevier Science
Year
2010
Tongue
French
Weight
401 KB
Volume
51
Category
Article
ISSN
0040-4039

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✦ Synopsis


a b s t r a c t

The Suzuki-Miyaura reaction of 1,4-dibromo-2-fluorobenzene with two equivalents of arylboronic acids gave fluorinated para-terphenyls. The reaction with 1 equiv of arylboronic acid resulted in site-selective formation of biphenyls. The one-pot reaction of 1,4-dibromo-2-fluorobenzene with two different arylboronic acids afforded fluorinated para-terphenyls containing two different terminal aryl groups.


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✍ Sebastian Reimann; Muhammad Sharif; Martin Hein; Alexander Villinger; Kai Wittle 📂 Article 📅 2011 🏛 John Wiley and Sons 🌐 English ⚖ 891 KB

## Abstract A variety of alkynyl‐substituted fluorinated benzene derivatives have been prepared by Sonogashira cross‐coupling reactions of 1,4‐dibromo‐2‐fluorobenzene. The reactions proceed with very good site‐selectivity in favor of the 4‐position because of electronic and steric reasons. The regi