Reaction of 2-(trimethylsilylmethyl)quinolines (6) with the ether (1)

On the other hand, The analogous reaction of 2-(trimethylsilylmethyl)quinoline (6a) gave another adduct, 2-(4,4,4-trifluoro-2-methoxy-3-trifluoromethyl-but1-enyl)quinoline 7a in 58% yield, accompanied by 23% of the corresponding methylated adduct (9a). The former type of compound was observed in the reaction of the perfluoroalkene 2 with 6a accompanied by 5a.¹ The methylated quinoline derivatives (6a,c) also gave the corresponding products (7b,c) and (9b,c) in 54, 52, 15 and 19% yields, respectively, as shown below.