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

来源：

CATALYSIS SCIENCE & TECHNOLOGY | 2016年 / 6卷 / 05期

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

页码：1488 / 1495

页数：8

共 84 条

[1] An oxidative cross-dehydrogenative-coupling reaction in water using molecular oxygen as the oxidant: vanadium catalyzed indolation of tetrahydroisoquinolines [J].