An efficient and general route to the synthesis of diethyl α,α-bromofluorophosphonates

An efficient and general two-step halogenation procedure to prepare diethyl α,α-bromofluorophosphonates was described, which included bromination by PPh3, 2,3-dichloro-5,6-dicyanobenzquinone (DDQ) and n-Bu4NBr, and electrophilic fluorination by N-fluorobisbenzenesulfonimide (NFSI). Both aromatic and aliphatic α,α-bromofluorophosphonates could be prepared by this method.

Graphical abstractAn efficient and general two-step halogenation procedure to prepare diethyl α,α-bromofluorophosphonates was described. Both aromatic and aliphatic α,α-bromofluorophosphonates could be prepared by this method.Figure optionsDownload full-size imageDownload as PowerPoint slideHighlights► A general procedure for preparation diethyl α,α-bromofluorophosphonates was described. ► Both aromatic and aliphatic α,α-bromofluorophosphonates could be prepared. ► The electronic effect and steric effect of substrates were investigated.