三组分“一锅法”合成螺环类吡咯烷化合物

为高效合成螺环类吡咯烷化合物,以不同的芳香醛、甘氨酸叔丁酯和α-亚甲基-γ-丁内酯为原料、N,N′-二异丙基碳二亚胺(DIC)为脱水剂、Ag2O/Ph3P为金属络合物催化剂,通过1,3-偶极环加成反应完成了螺环类吡咯烷骨架的构建。经过条件及底物筛选后,高产率、高选择性合成了7个螺环类吡咯烷化合物。结果表明:该反应原料廉价易得,反应条件温和且无需氩气保护,合成步骤简捷,不经分离,通过一锅法原位生成1,3偶极子,反应效率大大提升。

Three Components One-Pot Synthesis of Spirocyclic Pyrrolidine Compounds

In order to synthesize spirocyclic pyrrolidine compounds efficiently,the spirocyclic pyrrolidine framework was constructed by 1,3-dipolar cycloaddition reaction with different aromatic aldehydes,tert butyl glycine and α-methylene-γ-butyrolactone as starting materials,exploiting N,N’-diisopropylcarbodiimide (DIC) as dehydrating agent and silver oxide (Ag2O)/triphenylphosphine (Ph3P) as the metal complex catalyst.Seven spirocyclic pyrrolidones were synthesized with high yields and high selectivity after screening different conditions and substrates.The results showed that the raw materials were cheap and easy to obtain,the conditions were mild,the synthesis steps were simple.Moreover,1,3 dipoles were generated in situ by one-pot method without separation,which greatly improved the reaction efficiency.