A simple one-pot procedure for the iminium salt formation:: an efficient route to β-aryiethylamines

被引:8
作者
Ku, YY [1 ]
Grieme, T [1 ]
Pu, YM [1 ]
Bhatia, AV [1 ]
King, SA [1 ]
机构
[1] Abbott Labs, Global Pharmaceut Res & Dev, Chem Proc Res & Dev, N Chicago, IL 60064 USA
关键词
beta-Arylethylamines; iminium salt; Mannich reaction;
D O I
10.1016/j.tetlet.2005.01.027
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A practical and highly efficient process for the preparation of beta-arylethylamines 7 was developed. Benzylic organozinc compounds 10 were reacted with the iminium salts 9 generated in situ from the amine salt 8 and para formaldehyde in one pot and in a polar and aprotic solvent, such as NMP. A variety of the beta-arylethylamines were prepared in 43-91% yields. (C) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1471 / 1474
页数:4
相关论文
共 43 条
[41]   New simple and one-pot synthetic routes to polyfunctionally substituted imidazo-[1,2-a]pyridines, pyrido[1,2-a]pyrimidines, pyrido[1,2-a]-1,3- diazepines, and imidazo[1,2-a]pyrimidines [J].
Hammouda M. ;
Abou Zeid Z.M. ;
Metwally M.A. .
Chemistry of Heterocyclic Compounds, 2005, 41 (12) :1525-1528
[42]   Ammonium Acetate: An Efficient Reagent for the One-pot Synthesis of 5-Aryl-7,8,1-3,14-tetrahydrodibenzo[a,i]phenanthridines, 2.4-.Diaryl-6,7-benzo-3-azabicyclo[3.3.1]nonan-9-ones and α,α′-Bis(substituted benzylidene)cycloalkanones [J].
Karthikeyan, Natesan Sundaramurthy ;
Sathiyanarayanan, Kulathu Iyer ;
Aravindan, Paduthapillai Gopal .
BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2009, 30 (11) :2555-2558
[43]   A mild and efficient one-pot synthesis of \documentclass[12pt]{minimal} \usepackage{amsmath} \usepackage{wasysym} \usepackage{amsfonts} \usepackage{amssymb} \usepackage{amsbsy} \usepackage{mathrsfs} \usepackage{upgreek} \setlength{\oddsidemargin}{-69pt} \begin{document}$$\upbeta $$\end{document}-amino carbonyl compounds via Mannich reaction under ambient temperature condition [J].
Santosh V. Goswami ;
Prashant B. Thorat ;
Avinash V. Chakrawar ;
Sudhakar R. Bhusare .
Molecular Diversity, 2013, 17 (1) :33-40