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2022 , Vol. 42 >Issue 7: 2070 - 2078

DOI: https://doi.org/10.6023/cjoc202203002

研究论文

三(邻二甲胺基苄基)钇催化脂肪胺对烯腈的插入串联反应

  • 侯金松 ,
  • 杨高升
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  • a安徽师范大学化学与材料科学学院 有机化学研究所 安徽省分子材料重点实验室 功能分子固体教育部重点实验室 安徽芜湖 241002
    b滁州学院材料与化学工程学院 安徽滁州 239000

收稿日期: 2022-03-01

  修回日期: 2022-04-05

  网络出版日期: 2022-04-29

基金资助

国家自然科学基金(21672005); 国家自然科学基金(20972001)

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Reaction of Tandem Addition of Aliphatic Amines to Alkenylnitriles Catalyzed by Tris(o-dimethylaminobenzyl)yttrium

  • Jinsong Hou ,
  • Gaosheng Yang
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  • aMOE Key Laboratory of Functional Molecular Solids, Anhui Laboratory of Molecule-Based Materials, Institute of Organic Chemistry, College of Chemistry and Materials Science, Anhui Normal University, Wuhu, Anhui 241002
    bCollege of Material and Chemical Engineering, Chuzhou University, Chuzhou, Anhui 239000
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Received date: 2022-03-01

  Revised date: 2022-04-05

  Online published: 2022-04-29

Supported by

National Natural Science Foundation of China(21672005); National Natural Science Foundation of China(20972001)

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摘要

脒类化合物属于含氮化合物, 具有非常重要的生理活性. 利用稀土配合物催化合成环状脒类化合物的报道不多见. 以未活化的烯腈与脂肪族胺为原料, 简单的三烷基稀土金属配合物Y(CH2C6H4NMe2-o)3为预催化剂, 发生N—H键对CN与“C=C”的插入串联反应, 合成了一系列环状脒类化合物, 产率22%~96%. 该方法具有催化剂简单、反应条件温和、原子利用率百分之百的特点, 为环脒的构建提供了一种新途径.

关键词： 稀土金属配合物; 串联反应; 脂肪胺; 脒; 合成

本文引用格式

侯金松 , 杨高升 . 三(邻二甲胺基苄基)钇催化脂肪胺对烯腈的插入串联反应[J]. 有机化学, 2022 , 42(7) : 2070 -2078 . DOI: 10.6023/cjoc202203002

Abstract

Amidines are nitrogen-containing compounds with very important physiological activities. There are few reports on the synthesis of cyclic amidines catalyzed by rare earth complexes. In this paper, a series of cyclic amidines were synthesized by the tandem reaction of N—H to CN and “C=C” with simple trialkyl rare earth metal complex Y(CH2C6H4NMe2-o)3 as precatalyst with 22%~96% yields. The method has the characteristics of simple catalyst, mild reaction conditions and 100% atomic utilization. It provides a new way for the construction of cyclic amidines.

Key words： rare earth metal complexes; tandem reaction; aliphatic amine; amidine; synthesis

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