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CuI介导亚胺与2-碘代乙酸乙酯的Reformatsky反应合成β-氨基酯

钟瑜红 税红灵 张占义 刘子仪 王新颖 徐言妍 罗年华

赣南医科大学学报2024,Vol.44Issue(11):1121-1125,5.
赣南医科大学学报2024,Vol.44Issue(11):1121-1125,5.DOI:10.3969/j.issn.1001-5779.2024.11.005

CuI介导亚胺与2-碘代乙酸乙酯的Reformatsky反应合成β-氨基酯

CuI mediated synthesis of β-amino esters visa the Reformatsky reaction of imines with 2-iodoacetates

钟瑜红 1税红灵 2张占义 2刘子仪 2王新颖 2徐言妍 2罗年华2

作者信息

  • 1. 赣南医科大学教务处
  • 2. 赣南医科大学药学院,江西 赣州 341000
  • 折叠

摘要

Abstract

Objective:To develop a simple and efficient cuprous iodide-mediated catalytic system of Reformatsky reaction.Methods:The Reformatsky reaction of ethyl iodoacetate 2a with imines 1 was efficiently catalyzed by zinc powder and mediated by the cheap and easily available cuprous iodide with acetonitrile/water mixed solvent as the reaction solvent.Results:The Reformatsky addition products β-amino esters 3 can be obtained with high yield(up to 95%)under mild conditions and the structures of products 3 were characterized by 1H NMR、13C NMR and HRMS.In addition,according to the previous research and the related literature,the possible reaction mechanism was proposed.Conclusion:Mediated by cuprous iodide,the Reformatsky reaction of ethyl iodoacetate 2a with imines 1 can be scaled up to the gram scale,which is conducive to industrial production.

关键词

//Reformatsky反应/β-氨基酯/2-碘代乙酸乙酯

Key words

Cuprum/Zinc/Reformatsky reaction/β-amino esters/2-iodoacetates

分类

化学化工

引用本文复制引用

钟瑜红,税红灵,张占义,刘子仪,王新颖,徐言妍,罗年华..CuI介导亚胺与2-碘代乙酸乙酯的Reformatsky反应合成β-氨基酯[J].赣南医科大学学报,2024,44(11):1121-1125,5.

基金项目

江西省教育厅科学技术研究项目(GJJ211541,GJJ180801) (GJJ211541,GJJ180801)

江西省科技厅青年项目(20161BAB213059) (20161BAB213059)

赣南医学院校启动金项目(QD201816) (QD201816)

江西省大学生创新创业训练计划项目(S202210413034) (S202210413034)

赣南医科大学学报

1001-5779

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