A novel aza-Prins-Friedel-Crafts reaction for the synthesis of 4-arylpiperidines

被引:24
作者
Yadav, J. S. [1 ]
Reddy, B. V. Subba [1 ]
Ramesh, K. [1 ]
Kumar, G. G. K. S. Narayana [1 ]
Gree, Rene [2 ]
机构
[1] Indian Inst Chem Technol, Div Organ Chem, Hyderabad 500007, Andhra Pradesh, India
[2] Univ Rennes 1, Lab CPM, CNRS, UMR 6510, F-35042 Rennes, France
关键词
Aza-Prins-Friedel-Crafts reaction; Arenes; Homoallylic amines; 4-Arylpiperidines; NATURAL-PRODUCT SYNTHESIS; RITTER REACTION SEQUENCE; DIASTEREOSELECTIVE SYNTHESIS; STEREOSELECTIVE-SYNTHESIS; EXPEDITIOUS SYNTHESIS; MULTICOMPONENT REACTIONS; EFFICIENT SYNTHESIS; LEUCASCANDROLIDE-A; VERSATILE REAGENT; FORMAL SYNTHESIS;
D O I
10.1016/j.tetlet.2009.12.007
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Aldehyde, homoallylic amine and arene undergo smooth cyclization in the presence of BF3 center dot CEt2 to afford 4-arylpiperidines in good yields and with high trans-selectivity. This is the first report on the preparation of 4-arylpiperidines via aza-Prins-Friedel-Crafts reaction. (c) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码:818 / 821
页数:4
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