CoPc/Cu(OAc)2-catalyzed N-arylation of amines with arylhydrazines leading to N-aryl amines

被引：13

作者：

Sun, Wang-Bin ^{[1
]}

Zhang, Pei-Zhi ^{[1
]}

Jiang, Tao ^{[1
]}

Li, Cheng-Kun ^{[1
]}

An, Li-Tao ^{[2
]}

Shoberu, Adedamola ^{[1
]}

Zou, Jian-Ping ^{[1
,3
]}

机构：

[1] Soochow Univ, Coll Chem & Chem Engn, Key Lab Organ Synth Jiangsu Prov, 199 Renai St, Suzhou 215123, Jiangsu, Peoples R China

[2] Huaiyin Normal Univ, Coll Chem & Chem Engn, 111 West Changjiang Rd, Huaian 223300, Jiangsu, Peoples R China

[3] Chinese Acad Sci, Key Lab Synthet Chem Nat Subst, Shanghai Inst Organ Chem, Shanghai 200032, Peoples R China

来源：

TETRAHEDRON | 2016年 / 72卷 / 41期

基金：

中国国家自然科学基金;

关键词：

Arylation; Amine; CoPc; Catalysis; PALLADIUM-CATALYZED AMINATION; C-H AMINATION; CROSS-COUPLING REACTIONS; RADICAL ARYLATION; BOND FORMATION; ALIPHATIC-AMINES; ARYLBORONIC ACIDS; ANILINES; COPPER; DERIVATIVES;

D O I：

10.1016/j.tet.2016.08.058

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The N-arylation of amines with arylhydrazines has been developed, achieving the selective cross coupling of aryl radicals with amines to form N-aryl amines. The reaction uses air as an oxidant, CoPc and Cu(OAc)(2) as catalysts. The reaction proceeds under mild conditions in air through a relay process, arylhydrazines are oxidized to aryldiazenes by CoPc, further oxidized to aryl radicals by air (O-2), which are trapped by Cu(OAc)(2)-amine complex, followed by reduction-elimination reaction to form N-aryl amines. Arylamines and arylhydrazines give the highest yields, but N-aryl-N-alkylamines and N-alkyl amines can be used as well. (C) 2016 Elsevier Ltd. All rights reserved.

引用

页码：6477 / 6483

页数：7

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