Synthesis of sterically hindered 1-arylpyrrolidines and 1-arylpiperidines by condensation of primary aromatic amines with cyclic ethers or diols
作者:Robert E. Walkup、Scott Searles
DOI:10.1016/s0040-4020(01)83473-6
日期:1985.1
1-(-'-dialkylphenyl)- pyrrolidines and -piperidines were prepared by the gas phase alumina mediated condensation of tetrahydrofuran (THF), tetrahydropyran (THP) or the corresponding diols with primary aromatic amines in fair to high yield. This methodology can also be used for the synthesis of 1-phenylhexahydroazepine from aniline. A mechanistic interpretation of the catalytic action of alumina is presented
通过气相氧化铝介导的四氢呋喃(THF),四氢吡喃(THP)或相应的二醇与伯芳香族化合物的缩合反应,制备了各种1 -(-烷基苯基)-和1 - (-'-二烷基苯基)-吡咯烷和-哌啶胺以中等至高收率获得。该方法也可以用于由苯胺合成1-苯基六氢氮杂pine。提出了对氧化铝催化作用的机械解释。