共 64 条
Copper-catalyzed direct alkylation of heteroarenes
被引:81
作者:

Theunissen, Cedric
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Libre Bruxelles, Lab Chim Organ, Serv Chim & Physicochim Organ, Ave FD Roosevelt 50,CP160-06, B-1050 Brussels, Belgium Univ Libre Bruxelles, Lab Chim Organ, Serv Chim & Physicochim Organ, Ave FD Roosevelt 50,CP160-06, B-1050 Brussels, Belgium

Wang, Jianjun
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Libre Bruxelles, Lab Chim Organ, Serv Chim & Physicochim Organ, Ave FD Roosevelt 50,CP160-06, B-1050 Brussels, Belgium Univ Libre Bruxelles, Lab Chim Organ, Serv Chim & Physicochim Organ, Ave FD Roosevelt 50,CP160-06, B-1050 Brussels, Belgium

Evano, Gwilherm
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Libre Bruxelles, Lab Chim Organ, Serv Chim & Physicochim Organ, Ave FD Roosevelt 50,CP160-06, B-1050 Brussels, Belgium Univ Libre Bruxelles, Lab Chim Organ, Serv Chim & Physicochim Organ, Ave FD Roosevelt 50,CP160-06, B-1050 Brussels, Belgium
机构:
[1] Univ Libre Bruxelles, Lab Chim Organ, Serv Chim & Physicochim Organ, Ave FD Roosevelt 50,CP160-06, B-1050 Brussels, Belgium
关键词:
C-H BOND;
ELECTRON-RICH HETEROCYCLES;
NITROGEN NUCLEOPHILES;
RADICAL ALKYLATION;
GOLD CATALYSIS;
SECONDARY;
HALIDES;
BROMIDES;
LIGAND;
FUNCTIONALIZATION;
D O I:
10.1039/c6sc05622a
中图分类号:
O6 [化学];
学科分类号:
0703 ;
摘要:
An efficient and broadly applicable process is reported for the direct alkylation of C-H bonds in heteroarenes, privileged scaffolds in many areas of science. This reaction is based on the copper-catalyzed addition of alkyl radicals generated from activated secondary and tertiary alkyl bromides to a wide range of arenes, including furans, thiophenes, pyrroles, and their benzo-fused derivatives, as well as coumarins and quinolinones.
引用
收藏
页码:3465 / 3470
页数:6
相关论文
共 64 条
[1]
User-Friendly [(Diglyme)NiBr2]-Catalyzed Direct Alkylations of Heteroarenes with Unactivated Alkyl Halides through C-H Bond Cleavages
[J].
Ackermann, Lutz
;
Punji, Benudhar
;
Song, Weifeng
.
ADVANCED SYNTHESIS & CATALYSIS,
2011, 353 (18)
:3325-3329

Ackermann, Lutz
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany

Punji, Benudhar
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany

Song, Weifeng
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
[2]
Metal-catalyzed direct alkylations of (hetero)arenes via C-H bond cleavages with unactivated alkyl halides
[J].
Ackermann, Lutz
.
CHEMICAL COMMUNICATIONS,
2010, 46 (27)
:4866-4877

Ackermann, Lutz
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
[3]
Nickel-Catalyzed Direct Alkylation of C-H Bonds in Benzamides and Acrylamides with Functionalized Alkyl Halides via Bidentate-Chelation Assistance
[J].
Aihara, Yoshinori
;
Chatani, Naoto
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2013, 135 (14)
:5308-5311

Aihara, Yoshinori
论文数: 0 引用数: 0
h-index: 0
机构:
Osaka Univ, Fac Engn, Dept Appl Chem, Suita, Osaka 5650871, Japan Osaka Univ, Fac Engn, Dept Appl Chem, Suita, Osaka 5650871, Japan

论文数: 引用数:
h-index:
机构:
[4]
Direct Selective Oxidative Cross-Coupling of Simple Alkanes with Heteroarenes
[J].
Antonchick, Andrey P.
;
Burgmann, Lars
.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
2013, 52 (11)
:3267-3271

Antonchick, Andrey P.
论文数: 0 引用数: 0
h-index: 0
机构:
Max Planck Inst Mol Physiol, Abt Chem Biol, D-44227 Dortmund, Germany Max Planck Inst Mol Physiol, Abt Chem Biol, D-44227 Dortmund, Germany

Burgmann, Lars
论文数: 0 引用数: 0
h-index: 0
机构:
Max Planck Inst Mol Physiol, Abt Chem Biol, D-44227 Dortmund, Germany
Tech Univ Dortmund, Fak Chem, D-44227 Dortmund, Germany Max Planck Inst Mol Physiol, Abt Chem Biol, D-44227 Dortmund, Germany
[5]
Expedient Iron-Catalyzed C-H Allylation/ Alkylation by Triazole Assistance with Ample Scope
[J].
Cera, Gianpiero
;
Haven, Tobias
;
Ackermann, Lutz
.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
2016, 55 (04)
:1484-1488

Cera, Gianpiero
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Gottingen, Inst Organ & Biomol Chem, Tammannstr 2, D-37077 Gottingen, Germany Univ Gottingen, Inst Organ & Biomol Chem, Tammannstr 2, D-37077 Gottingen, Germany

Haven, Tobias
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Gottingen, Inst Organ & Biomol Chem, Tammannstr 2, D-37077 Gottingen, Germany Univ Gottingen, Inst Organ & Biomol Chem, Tammannstr 2, D-37077 Gottingen, Germany

Ackermann, Lutz
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Gottingen, Inst Organ & Biomol Chem, Tammannstr 2, D-37077 Gottingen, Germany Univ Gottingen, Inst Organ & Biomol Chem, Tammannstr 2, D-37077 Gottingen, Germany
[6]
Intramolecular 1,5-H transfer reaction of aryl iodides through visible-light photoredox catalysis: a concise method for the synthesis of natural product scaffolds
[J].
Chen, Jian-Qiang
;
Wei, Yun-Long
;
Xu, Guo-Qiang
;
Liang, Yong-Min
;
Xu, Peng-Fei
.
CHEMICAL COMMUNICATIONS,
2016, 52 (38)
:6455-6458

Chen, Jian-Qiang
论文数: 0 引用数: 0
h-index: 0
机构:
Lanzhou Univ, Coll Chem & Chem Engn, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China Lanzhou Univ, Coll Chem & Chem Engn, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China

Wei, Yun-Long
论文数: 0 引用数: 0
h-index: 0
机构:
Lanzhou Univ, Coll Chem & Chem Engn, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China Lanzhou Univ, Coll Chem & Chem Engn, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China

Xu, Guo-Qiang
论文数: 0 引用数: 0
h-index: 0
机构:
Lanzhou Univ, Coll Chem & Chem Engn, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China Lanzhou Univ, Coll Chem & Chem Engn, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China

Liang, Yong-Min
论文数: 0 引用数: 0
h-index: 0
机构:
Lanzhou Univ, Coll Chem & Chem Engn, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China Lanzhou Univ, Coll Chem & Chem Engn, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China

Xu, Peng-Fei
论文数: 0 引用数: 0
h-index: 0
机构:
Lanzhou Univ, Coll Chem & Chem Engn, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China Lanzhou Univ, Coll Chem & Chem Engn, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China
[7]
Metalated heterocycles and their applications in synthetic organic chemistry
[J].
Chinchilla, R
;
Nájera, C
;
Yus, M
.
CHEMICAL REVIEWS,
2004, 104 (05)
:2667-2722

Chinchilla, R
论文数: 0 引用数: 0
h-index: 0
机构: Univ Alicante, Fac Ciencias, Dept Quim Organ, Alicante 03080, Spain

Nájera, C
论文数: 0 引用数: 0
h-index: 0
机构: Univ Alicante, Fac Ciencias, Dept Quim Organ, Alicante 03080, Spain

Yus, M
论文数: 0 引用数: 0
h-index: 0
机构: Univ Alicante, Fac Ciencias, Dept Quim Organ, Alicante 03080, Spain
[8]
Copper Catalyzed Atom Transfer Radical Cyclization Reactions
[J].
Clark, Andrew J.
.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY,
2016, 2016 (13)
:2231-2243

Clark, Andrew J.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Warwick, Dept Chem, Coventry CV4 7AL, W Midlands, England Univ Warwick, Dept Chem, Coventry CV4 7AL, W Midlands, England
[9]
Copper-catalyzed cyclization of iodo-tryptophans:: A straightforward synthesis of pyrroloindoles
[J].
Coste, Alexis
;
Toumi, Mathieu
;
Wright, Karen
;
Razafimahaleo, Vanessa
;
Couty, Francois
;
Marrot, Jerome
;
Evano, Gwilherm
.
ORGANIC LETTERS,
2008, 10 (17)
:3841-3844

Coste, Alexis
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Versailles St Quentin Yvelines, Inst Lavoisier Versailles, CNRS, UMR 8180, F-78035 Versailles, France Univ Versailles St Quentin Yvelines, Inst Lavoisier Versailles, CNRS, UMR 8180, F-78035 Versailles, France

Toumi, Mathieu
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Versailles St Quentin Yvelines, Inst Lavoisier Versailles, CNRS, UMR 8180, F-78035 Versailles, France Univ Versailles St Quentin Yvelines, Inst Lavoisier Versailles, CNRS, UMR 8180, F-78035 Versailles, France

Wright, Karen
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Versailles St Quentin Yvelines, Inst Lavoisier Versailles, CNRS, UMR 8180, F-78035 Versailles, France Univ Versailles St Quentin Yvelines, Inst Lavoisier Versailles, CNRS, UMR 8180, F-78035 Versailles, France

Razafimahaleo, Vanessa
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Versailles St Quentin Yvelines, Inst Lavoisier Versailles, CNRS, UMR 8180, F-78035 Versailles, France Univ Versailles St Quentin Yvelines, Inst Lavoisier Versailles, CNRS, UMR 8180, F-78035 Versailles, France

Couty, Francois
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Versailles St Quentin Yvelines, Inst Lavoisier Versailles, CNRS, UMR 8180, F-78035 Versailles, France Univ Versailles St Quentin Yvelines, Inst Lavoisier Versailles, CNRS, UMR 8180, F-78035 Versailles, France

Marrot, Jerome
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Versailles St Quentin Yvelines, Inst Lavoisier Versailles, CNRS, UMR 8180, F-78035 Versailles, France Univ Versailles St Quentin Yvelines, Inst Lavoisier Versailles, CNRS, UMR 8180, F-78035 Versailles, France

Evano, Gwilherm
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Versailles St Quentin Yvelines, Inst Lavoisier Versailles, CNRS, UMR 8180, F-78035 Versailles, France Univ Versailles St Quentin Yvelines, Inst Lavoisier Versailles, CNRS, UMR 8180, F-78035 Versailles, France
[10]
Synthesis of Ketene N,N-Acetals by Copper-Catalyzed Double-Amidation of 1,1-Dibromo-1-alkenes
[J].
Coste, Alexis
;
Couty, Francois
;
Evano, Gwilherm
.
ORGANIC LETTERS,
2009, 11 (19)
:4454-4457

Coste, Alexis
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Versailles St Quentin Yvelines, Inst Lavoisier Versailles, CNRS, UMR 8180, F-78035 Versailles, France Univ Versailles St Quentin Yvelines, Inst Lavoisier Versailles, CNRS, UMR 8180, F-78035 Versailles, France

Couty, Francois
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Versailles St Quentin Yvelines, Inst Lavoisier Versailles, CNRS, UMR 8180, F-78035 Versailles, France Univ Versailles St Quentin Yvelines, Inst Lavoisier Versailles, CNRS, UMR 8180, F-78035 Versailles, France

Evano, Gwilherm
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Versailles St Quentin Yvelines, Inst Lavoisier Versailles, CNRS, UMR 8180, F-78035 Versailles, France Univ Versailles St Quentin Yvelines, Inst Lavoisier Versailles, CNRS, UMR 8180, F-78035 Versailles, France