CuBr-catalyzed efficient alkynylation of sp3 C-H bonds adjacent to a nitrogen atom

被引：622

作者：

Li, ZP ^{[1
]}

Li, CJ ^{[1
]}

机构：

[1] McGill Univ, Dept Chem, Montreal, PQ H3A 2K6, Canada

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2004年 / 126卷 / 38期

关键词：

D O I：

10.1021/ja0460763

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A simple and effective catalytic method to construct propargylamine was developed by using copper bromide and tert-BuOOH via a combination of sp3 C-H bond and sp C-H bond activations followed by C-C bond formation. Copyright © 2004 American Chemical Society.

引用

收藏

页码：11810 / 11811

页数：2

相关论文

共 37 条

[1] A new method of synthesis for propargylic amines and ethers via benzotriazole derivatives using sodium dialkynyldiethylaluminates [J].

Ahn, JH ;

Joung, MJ ;

Yoon, NM ;

Oniciu, DC ;

Katritzky, AR .

JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (02) :488-492

[2] SELECTIVE INTERMOLECULAR CARBON-HYDROGEN BOND ACTIVATION BY SYNTHETIC METAL-COMPLEXES IN HOMOGENEOUS SOLUTION [J].

ARNDTSEN, BA ;

BERGMAN, RG ;

MOBLEY, TA ;

PETERSON, TH .

ACCOUNTS OF CHEMICAL RESEARCH, 1995, 28 (03) :154-162

[3] Copper-catalyzed coupling of imines, acid chlorides, and alkynes: A multicomponent route to propargylamides [J].

Black, DA ;

Arndtsen, BA .

ORGANIC LETTERS, 2004, 6 (07) :1107-1110

[4] Ru3(CO)12-catalyzed coupling reaction of sp3 C-H bonds adjacent to a nitrogen atom in alkylamines with alkenes [J].

Chatani, N ;

Asaumi, T ;

Yorimitsu, S ;

Ikeda, T ;

Kakiuchi, F ;

Murai, S .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (44) :10935-10941

[5] Thermal, catalytic, regiospecific functionalization of alkanes [J].

Chen, HY ;

Schlecht, S ;

Semple, TC ;

Hartwig, JF .

SCIENCE, 2000, 287 (5460) :1995-1997

[6] Selective functionalization of amino acids in water: A synthetic method via catalytic C-H bond activation [J].

Dangel, BD ;

Johnson, JA ;

Sames, D .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (33) :8149-8150

[7] Double C-H activation strategy for the asymmetric synthesis of C2-Symmetric anilines [J].

Davies, HML ;

Jin, QH .

ORGANIC LETTERS, 2004, 6 (11) :1769-1772

[8] Cross-coupling of sp3 C-H bonds and alkenes:: Catalytic cyclization of alkene-amide substrates [J].

DeBoef, B ;

Pastine, SJ ;

Sames, D .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (21) :6556-6557

[9] A ONE-STEP ROUTE TO 4-HYDROXY-2,3-DIARYL-3,4-DIHYDRO-1 (2H)-ISOQUINOLONES [J].

DODSWORTH, DJ ;

CALIAGNO, MP ;

EHRMANN, UE ;

SAMMES, PG .

TETRAHEDRON LETTERS, 1980, 21 (52) :5075-5078

[10]

Dyker G, 1999, ANGEW CHEM INT EDIT, V38, P1699, DOI 10.1002/(SICI)1521-3773(19990614)38:12<1698::AID-ANIE1698>3.0.CO

← 1 2 3 4 →