A facile and efficient synthesis of diethyl α,α-chlorofluoroalkanephosphonates

✍ Scribed by Zhi Guan; Di Wu; Jian-Ping Fu; Yan-Hong He

• Publisher: John Wiley and Sons
• Year: 2010
• Tongue: English
• Weight: 95 KB
• Volume: 21
• Category: Article
• ISSN: 1042-7163
• DOI: 10.1002/hc.20604

✦ Synopsis

Abstract

A facile and efficient synthetic methodo‐ logy for the preparation of diethyl α,α‐chlorofluoro‐ alkanephosphonates is described. A wide variety of diethyl α‐hydroxyphosphonates were investigated by a two‐step halogenation procedure, which includes nucleophilic chlorination with PPh~3~ and CCl~4~ and electrophilic fluorination with N‐fluorobisbenzene‐ sulfonimide. Aromatic and aliphatic α,α‐chlorofluoro‐ phosphonates could be prepared by this method with acceptable yields. © 2010 Wiley Periodicals, Inc. Heteroatom Chem 21:250–255, 2010; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.20604