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铜催化的三组分、五组分或七组分偶联反应:基于斯特雷克(Strecker)型合成法,选择合成氰甲基胺、N,N-双(氰甲基)胺和 N,N'-双(氰甲基)亚甲基二胺。

Copper-catalyzed three- five- or seven-component coupling reactions: the selective synthesis of cyanomethylamines, N,N-bis(cyanomethyl)amines and N,N'-bis(cyanomethyl)methylenediamines based on a Strecker-type synthesis.

机构信息

Department of Pure and Applied Chemistry, Faculty of Science and Technology, Tokyo University of Science (RIKADAI), Noda, Chiba 278-8510, Japan.

出版信息

Molecules. 2013 Oct 10;18(10):12488-99. doi: 10.3390/molecules181012488.

DOI:10.3390/molecules181012488
PMID:24152671
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6270086/
Abstract

We have demonstrated that a cooperative catalytic system comprised of CuCl and Cu(OTf)(2) could be used to effectively catalyse the three-, five- and seven-component coupling reactions of aliphatic or aromatic amines, formaldehyde, and trimethylsilyl cyanide (TMSCN), and selectively produce in good yields the corresponding cyanomethylamines, N,N-bis(cyanomethyl)amines and N,N'-bis(cyanomethyl)methylenediamines.

摘要

我们已经证明,由 CuCl 和 Cu(OTf)(2) 组成的协同催化体系可以有效地催化脂肪族或芳香族胺、甲醛和三甲基硅基氰化物(TMSCN)的三、五和七组分偶联反应,并选择性地以良好的收率生成相应的氰甲基胺、N,N-双(氰甲基)胺和 N,N'-双(氰甲基)亚甲基二胺。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4a73/6270086/dffa96dbc759/molecules-18-12488-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4a73/6270086/70e3c27621c9/molecules-18-12488-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4a73/6270086/dffa96dbc759/molecules-18-12488-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4a73/6270086/70e3c27621c9/molecules-18-12488-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4a73/6270086/dffa96dbc759/molecules-18-12488-g002.jpg

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Hemilabile β-aminophosphine ligands derived from 1,3,5-triaza-7-phosphaadamantane: application in aqueous ruthenium catalyzed nitrile hydration.由 1,3,5-三氮杂-7-磷杂金刚烷衍生的半刚性 β-氨基膦配体:在水相钌催化腈水合反应中的应用。
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