A highly efficient heterogeneous copper-catalyzed three-component coupling of tetrahydroisoquinolines, aldehydes and 1-alkynes

被引:58
|
作者
Zhao, Hong [1 ,2 ,3 ]
He, Wen [1 ,2 ]
Wei, Li [1 ,2 ]
Cai, Mingzhong [1 ,2 ]
机构
[1] Jiangxi Normal Univ, Minist Educ, Key Lab Funct Small Organ Mol, Nanchang 330022, Peoples R China
[2] Jiangxi Normal Univ, Coll Chem & Chem Engn, Nanchang 330022, Peoples R China
[3] Guangdong Pharmaceut Univ, Sch Chem & Chem Engn, Guangzhou 510006, Guangdong, Peoples R China
基金
中国国家自然科学基金;
关键词
MESOPOROUS MOLECULAR-SIEVES; H BONDS ADJACENT; OXIDATIVE MANNICH REACTION; NITROGEN ATOM; ISOQUINOLINE ALKALOIDS; TERMINAL ALKYNES; TERTIARY-AMINES; RECENT PROGRESS; VISIBLE-LIGHT; FUNCTIONALIZATION;
D O I
10.1039/c5cy01342a
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
A highly efficient heterogeneous three-component coupling of tetrahydroisoquinolines, aldehydes and 1-alkynes was achieved in toluene at 70 degrees C in the presence of a 3-(2-aminoethylamino)propyl-functionalized MCM-41-supported copper(I) complex [MCM-41-2N-CuI], yielding a variety of C1-alkynylated tetrahydroisoquinolines (endo-yne-THIQs) in good to excellent yields with high regioselectivity. This heterogeneous copper catalyst can be easily prepared by a simple two-step procedure from commercially available and inexpensive reagents, and recovered by a simple filtration and reused for at least 10 times without any decrease in activity.
引用
收藏
页码:1488 / 1495
页数:8
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