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

A highly efficient heterogeneous three-component coupling of tetrahydroisoquinolines, aldehydes and 1-alkynes was achieved in toluene at 70 C in the presence of a 3-(2-aminoethylamino)propyl-functionalized MCM-41-supported copper( i ) complex [MCM-41-2NCuI], yielding a variety of C1-alkynylated tetr... Full description

Journal Title: Catalysis Science & Technology 2016, Vol.6(5), pp.1488-1495
Main Author: Zhao, Hong
Other Authors: He, Wen , Wei, Li , Cai, Mingzhong
Format: Electronic Article Electronic Article
Language:
Subjects:
CU
ID: ISSN: 2044-4753 ; E-ISSN: 2044-4761 ; DOI: 10.1039/c5cy01342a
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title: A highly efficient heterogeneous copper-catalyzed three-component coupling of tetrahydroisoquinolines, aldehydes and 1-alkynes
format: Article
creator:
  • Zhao, Hong
  • He, Wen
  • Wei, Li
  • Cai, Mingzhong
subjects:
  • Catalysts
  • Reagents
  • Reagents
  • CU
  • Toluene
  • Copper
  • Quinoline
  • Joining
  • Filtration
  • Joining
  • Catalysts
  • Filtration
  • Aldehydes
  • Aldehydes
  • Catalysis
  • Chemical and Electrochemical Properties (MD)
  • Chemical and Electrochemical Properties (Ep)
  • Chemical and Electrochemical Properties (Ed)
  • Chemical and Electrochemical Properties (EC)
  • Joining (CD)
ispartof: Catalysis Science & Technology, 2016, Vol.6(5), pp.1488-1495
description: A highly efficient heterogeneous three-component coupling of tetrahydroisoquinolines, aldehydes and 1-alkynes was achieved in toluene at 70 C in the presence of a 3-(2-aminoethylamino)propyl-functionalized MCM-41-supported copper( i ) complex [MCM-41-2NCuI], 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.
language:
source:
identifier: ISSN: 2044-4753 ; E-ISSN: 2044-4761 ; DOI: 10.1039/c5cy01342a
fulltext: fulltext
issn:
  • 2044-4753
  • 2044-4761
  • 20444761
  • 20444753
url: Link


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titleA highly efficient heterogeneous copper-catalyzed three-component coupling of tetrahydroisoquinolines, aldehydes and 1-alkynes
creatorZhao, Hong ; He, Wen ; Wei, Li ; Cai, Mingzhong
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descriptionA highly efficient heterogeneous three-component coupling of tetrahydroisoquinolines, aldehydes and 1-alkynes was achieved in toluene at 70 C in the presence of a 3-(2-aminoethylamino)propyl-functionalized MCM-41-supported copper( i ) complex [MCM-41-2NCuI], 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.
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subjectCatalysts ; Reagents ; Reagents ; CU ; Toluene ; Copper ; Quinoline ; Joining ; Filtration ; Joining ; Catalysts ; Filtration ; Aldehydes ; Aldehydes ; Catalysis ; Chemical and Electrochemical Properties (MD) ; Chemical and Electrochemical Properties (Ep) ; Chemical and Electrochemical Properties (Ed) ; Chemical and Electrochemical Properties (EC) ; Joining (CD);
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titleA highly efficient heterogeneous copper-catalyzed three-component coupling of tetrahydroisoquinolines, aldehydes and 1-alkynes
descriptionA highly efficient heterogeneous three-component coupling of tetrahydroisoquinolines, aldehydes and 1-alkynes was achieved in toluene at 70 C in the presence of a 3-(2-aminoethylamino)propyl-functionalized MCM-41-supported copper( i ) complex [MCM-41-2NCuI], 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.
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titleA highly efficient heterogeneous copper-catalyzed three-component coupling of tetrahydroisoquinolines, aldehydes and 1-alkynes
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abstractA highly efficient heterogeneous three-component coupling of tetrahydroisoquinolines, aldehydes and 1-alkynes was achieved in toluene at 70 C in the presence of a 3-(2-aminoethylamino)propyl-functionalized MCM-41-supported copper( i ) complex [MCM-41-2NCuI], 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.
doi10.1039/c5cy01342a
pages1488-1495