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

被引：615

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

页码：11810 / 11811

页数：2

共 37 条

[1] A new method of synthesis for propargylic amines and ethers via benzotriazole derivatives using sodium dialkynyldiethylaluminates
Ahn, JH
Joung, MJ
Yoon, NM
Oniciu, DC
Katritzky, AR
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (02) : 488 - 492
[2] SELECTIVE INTERMOLECULAR CARBON-HYDROGEN BOND ACTIVATION BY SYNTHETIC METAL-COMPLEXES IN HOMOGENEOUS SOLUTION
ARNDTSEN, BA
BERGMAN, RG
MOBLEY, TA
PETERSON, TH
[J]. ACCOUNTS OF CHEMICAL RESEARCH, 1995, 28 (03) : 154 - 162
[3] Copper-catalyzed coupling of imines, acid chlorides, and alkynes: A multicomponent route to propargylamides
Black, DA
Arndtsen, BA
[J]. 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
Chatani, N
Asaumi, T
Yorimitsu, S
Ikeda, T
Kakiuchi, F
Murai, S
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (44) : 10935 - 10941
[5] Thermal, catalytic, regiospecific functionalization of alkanes
Chen, HY
Schlecht, S
Semple, TC
Hartwig, JF
[J]. SCIENCE, 2000, 287 (5460) : 1995 - 1997
[6] Selective functionalization of amino acids in water: A synthetic method via catalytic C-H bond activation
Dangel, BD
Johnson, JA
Sames, D
[J]. 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
Davies, HML
Jin, QH
[J]. ORGANIC LETTERS, 2004, 6 (11) : 1769 - 1772
[8] Cross-coupling of sp3 C-H bonds and alkenes:: Catalytic cyclization of alkene-amide substrates
DeBoef, B
Pastine, SJ
Sames, D
[J]. 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
DODSWORTH, DJ
CALIAGNO, MP
EHRMANN, UE
SAMMES, PG
[J]. 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

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