✍ Scribed by R Anilkumar; Donald J Burton
No coin nor oath required. For personal study only.
Various 1-aryl-1,2,2,2-tetrafluoroethanes (ArCHFCF 3 , Ar=phenyl, substituted phenyl, naphthyl, heteroaryl) were synthesized by the fluorination of the corresponding alcohols with DAST. Dehydrofluorination of ArCHFCF 3 using lithium hexamethyldisilazide (LHMDS) base in THF at room temperature produced 1,2,2-trifluorostyrenes (ArCF=CF 2 ) in 61-91% isolated yields. This procedure provides an excellent non-organometallic alternative to the generally used metallation-Pd(0) coupling methods.
📜 SIMILAR VOLUMES
The reaction of LDA (2.0 equiv.) with a THF solution of ZnCl 2 (1.0 equiv.) and CF 3 CFH 2 (HFC-134a) (1.2 equiv.) at 15-20°C gives a 73% yield of [F 2 C CFZnCl]. Addition of R-C 6 H 4 I and Pd(PPh 3 ) 4 at rt to 65°C gives 61-86% yield of R-C 6 H 4 CF CF 2 .
A Highly Efficient Methodology for the Synthesis of α-Arylideneγ-aryl-∆ β,γ -butenolides Using Microwaves. -Microwave-induced reaction of benzoylpropionic acid (I) with aryl aldehydes (II) provides a highly efficient and practical methodology for the synthesis of the title compounds (III) (14 examp