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New Synthetic Routes to 2-Fluoro-2-phenylalkanoic Acids

✍ Scribed by Goj, Olav ;Haufe, Günter

Book ID
102905122
Publisher
John Wiley and Sons
Year
2006
Tongue
English
Weight
741 KB
Volume
1996
Category
Article
ISSN
0947-3440

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✦ Synopsis

Abstract

2‐Fluoro‐2‐phenylalkanoic acids 2 are obtained by oxidation of the corresponding β‐fluoro‐β‐phenyl alcohols 6. These compounds are shown to be accessible by two alternative pathways, either by bromo fluorination of α‐alkyl styrenes 3, subsequent bromine‐by‐acetate replacement in the bromo fluorides 4 and hydrolysis of the acetates 5 or by a BF~3~ · OEt~2~ catalyzed ring opening of corresponding styrene oxides 8 with triethylamine tris(hydrofluoride).

📜 SIMILAR VOLUMES

New synthetic routes to β-fluoro-α-amino
New synthetic routes to β-fluoro-α-aminoacids B - from glycidonitriles
✍ A.I. Ayi; M. Remli; R. Guedj 📂 Article 📅 1980 🏛 Elsevier Science 🌐 English ⚖ 61 KB

Ring opening of the glycidonitriles (II a-e) by HF/pyridine leads to the fluorocyanohydrins (III a-e). Treatment of the fluorocyanohydrins with ammonia in anhydrous methanol gives the a-amino-6-fluoronitriles (IV a-e) which upon acidic hydrol sis afford the s-fluoro-a-aminoacids (V a-e) in good over