共 43 条
Unexpectedly ligand-free copper-catalyzed C-S cross-coupling of benzothiazole with aryl iodides in aqueous solution
被引:36
作者:

Feng, Yi-Si
论文数: 0 引用数: 0
h-index: 0
机构:
Hefei Univ Technol, Sch Chem Engn, Hefei 230009, Peoples R China Hefei Univ Technol, Sch Med Engn, Hefei 230009, Peoples R China

Qi, Hong-Xia
论文数: 0 引用数: 0
h-index: 0
机构:
Hefei Univ Technol, Sch Chem Engn, Hefei 230009, Peoples R China Hefei Univ Technol, Sch Med Engn, Hefei 230009, Peoples R China

Wang, Wei-Cheng
论文数: 0 引用数: 0
h-index: 0
机构:
Hefei Univ Technol, Sch Med Engn, Hefei 230009, Peoples R China Hefei Univ Technol, Sch Med Engn, Hefei 230009, Peoples R China

Liang, Yu-Feng
论文数: 0 引用数: 0
h-index: 0
机构:
Hefei Univ Technol, Sch Chem Engn, Hefei 230009, Peoples R China Hefei Univ Technol, Sch Med Engn, Hefei 230009, Peoples R China

Xu, Hua-Jian
论文数: 0 引用数: 0
h-index: 0
机构:
Hefei Univ Technol, Sch Med Engn, Hefei 230009, Peoples R China Hefei Univ Technol, Sch Med Engn, Hefei 230009, Peoples R China
机构:
[1] Hefei Univ Technol, Sch Med Engn, Hefei 230009, Peoples R China
[2] Hefei Univ Technol, Sch Chem Engn, Hefei 230009, Peoples R China
基金:
中国国家自然科学基金;
关键词:
Copper;
2-Aminophenyl sulfides;
C-S cross-coupling;
Aqueous solution;
SULFUR BOND FORMATION;
VERSATILE LIGAND;
H BONDS;
EFFICIENT;
ARYLATION;
THIOLS;
WATER;
HALIDES;
DERIVATIVES;
COMPLEXES;
D O I:
10.1016/j.tetlet.2012.04.004
中图分类号:
O62 [有机化学];
学科分类号:
070303 ;
081704 ;
摘要:
A novel synthetic protocol for 2-aminophenyl sulfide derivatives via the reactions of benzothiazole with aryl iodides was reported for the first time. The reactions were catalyzed by CuCl with tetrabutylammonium hydroxide as the base and water as the solvent without ligand at 50 degrees C or room temperature. A variety of aryl iodides underwent the C-S cross-coupling reaction with benzothiazole to afford smoothly the corresponding products in excellent yield. (C) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2914 / 2917
页数:4
相关论文
共 43 条
[1]
Resting State and Elementary Steps of the Coupling of Aryl Halides with Thiols Catalyzed by Alkylbisphosphine Complexes of Palladium
[J].
Alvaro, Elsa
;
Hartwig, John F.
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2009, 131 (22)
:7858-7868

Alvaro, Elsa
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Illinois, Dept Chem, Urbana, IL 61801 USA Univ Illinois, Dept Chem, Urbana, IL 61801 USA

Hartwig, John F.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Illinois, Dept Chem, Urbana, IL 61801 USA Univ Illinois, Dept Chem, Urbana, IL 61801 USA
[2]
Catechol violet as new, efficient, and versatile ligand for Cu(I)-catalyzed C-S coupling reactions
[J].
Basu, Basudeb
;
Mandal, Bablee
;
Das, Sajal
;
Kundu, Sekhar
.
TETRAHEDRON LETTERS,
2009, 50 (39)
:5523-5528

Basu, Basudeb
论文数: 0 引用数: 0
h-index: 0
机构:
N Bengal Univ, Dept Chem, Darjeeling 734013, India N Bengal Univ, Dept Chem, Darjeeling 734013, India

Mandal, Bablee
论文数: 0 引用数: 0
h-index: 0
机构:
N Bengal Univ, Dept Chem, Darjeeling 734013, India N Bengal Univ, Dept Chem, Darjeeling 734013, India

Das, Sajal
论文数: 0 引用数: 0
h-index: 0
机构:
N Bengal Univ, Dept Chem, Darjeeling 734013, India N Bengal Univ, Dept Chem, Darjeeling 734013, India

Kundu, Sekhar
论文数: 0 引用数: 0
h-index: 0
机构:
N Bengal Univ, Dept Chem, Darjeeling 734013, India N Bengal Univ, Dept Chem, Darjeeling 734013, India
[3]
Transition-Metal-Catalyzed C-S, C-Se, and C-Te Bond Formation via Cross-Coupling and Atom-Economic Addition Reactions
[J].
Beletskaya, Irina P.
;
Ananikov, Valentine P.
.
CHEMICAL REVIEWS,
2011, 111 (03)
:1596-1636

Beletskaya, Irina P.
论文数: 0 引用数: 0
h-index: 0
机构:
Moscow MV Lomonosov State Univ, Dept Chem, Moscow 119899, Russia Moscow MV Lomonosov State Univ, Dept Chem, Moscow 119899, Russia

Ananikov, Valentine P.
论文数: 0 引用数: 0
h-index: 0
机构:
Russian Acad Sci, Zelinsky Inst Organ Chem, Moscow 119991, Russia Moscow MV Lomonosov State Univ, Dept Chem, Moscow 119899, Russia
[4]
Recyclable Heterogeneous Supported Copper-Catalyzed Coupling of Thiols with Aryl Halides: Base-Controlled Differential Arylthiolation of Bromoiodobenzenes
[J].
Bhadra, Sukalyan
;
Sreedhar, Bojja
;
Ranu, Brindaban C.
.
ADVANCED SYNTHESIS & CATALYSIS,
2009, 351 (14-15)
:2369-2378

Bhadra, Sukalyan
论文数: 0 引用数: 0
h-index: 0
机构:
Indian Assoc Cultivat Sci, Dept Organ Chem, Kolkata 700032, India Indian Assoc Cultivat Sci, Dept Organ Chem, Kolkata 700032, India

Sreedhar, Bojja
论文数: 0 引用数: 0
h-index: 0
机构:
Indian Inst Chem Technol, Inorgan Chem Div, Hyderabad 500007, Andhra Pradesh, India Indian Assoc Cultivat Sci, Dept Organ Chem, Kolkata 700032, India

Ranu, Brindaban C.
论文数: 0 引用数: 0
h-index: 0
机构:
Indian Assoc Cultivat Sci, Dept Organ Chem, Kolkata 700032, India Indian Assoc Cultivat Sci, Dept Organ Chem, Kolkata 700032, India
[5]
Water in organocatalytic processes: Debunking the myths
[J].
Blackmond, Donna G.
;
Armstrong, Alan
;
Coombe, Vyv
;
Wells, Andrew
.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
2007, 46 (21)
:3798-3800

Blackmond, Donna G.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ London Imperial Coll Sci Technol & Med, Dept Chem, Dept Chem Engn & Chem Technol, London SW7 2AZ, England Univ London Imperial Coll Sci Technol & Med, Dept Chem, Dept Chem Engn & Chem Technol, London SW7 2AZ, England

Armstrong, Alan
论文数: 0 引用数: 0
h-index: 0
机构: Univ London Imperial Coll Sci Technol & Med, Dept Chem, Dept Chem Engn & Chem Technol, London SW7 2AZ, England

Coombe, Vyv
论文数: 0 引用数: 0
h-index: 0
机构: Univ London Imperial Coll Sci Technol & Med, Dept Chem, Dept Chem Engn & Chem Technol, London SW7 2AZ, England

Wells, Andrew
论文数: 0 引用数: 0
h-index: 0
机构: Univ London Imperial Coll Sci Technol & Med, Dept Chem, Dept Chem Engn & Chem Technol, London SW7 2AZ, England
[6]
Water: Nature's Reaction Enforcer-Comparative Effects for Organic Synthesis "In-Water" and "On-Water"
[J].
Butler, Richard N.
;
Coyne, Anthony G.
.
CHEMICAL REVIEWS,
2010, 110 (10)
:6302-6337

Butler, Richard N.
论文数: 0 引用数: 0
h-index: 0
机构:
Natl Univ Ireland, Sch Chem, Galway, Ireland Natl Univ Ireland, Sch Chem, Galway, Ireland

Coyne, Anthony G.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Cambridge, Dept Chem, Cambridge CB2 1EW, England Natl Univ Ireland, Sch Chem, Galway, Ireland
[7]
Simple and efficient recyclable catalytic system for performing copper-catalysed S-arylation reactions in the presence of water
[J].
Carril, Monica
;
SanMartin, Raul
;
Dominguez, Esther
;
Tellitu, Imanol
.
CHEMISTRY-A EUROPEAN JOURNAL,
2007, 13 (18)
:5100-5105

Carril, Monica
论文数: 0 引用数: 0
h-index: 0
机构:
Euskal Herriko Unibertsitatea, Zientzia Teknol Fak, Kimika Organikoa Saila 2, Bilbao 48080, Spain Euskal Herriko Unibertsitatea, Zientzia Teknol Fak, Kimika Organikoa Saila 2, Bilbao 48080, Spain

SanMartin, Raul
论文数: 0 引用数: 0
h-index: 0
机构:
Euskal Herriko Unibertsitatea, Zientzia Teknol Fak, Kimika Organikoa Saila 2, Bilbao 48080, Spain Euskal Herriko Unibertsitatea, Zientzia Teknol Fak, Kimika Organikoa Saila 2, Bilbao 48080, Spain

Dominguez, Esther
论文数: 0 引用数: 0
h-index: 0
机构:
Euskal Herriko Unibertsitatea, Zientzia Teknol Fak, Kimika Organikoa Saila 2, Bilbao 48080, Spain Euskal Herriko Unibertsitatea, Zientzia Teknol Fak, Kimika Organikoa Saila 2, Bilbao 48080, Spain

Tellitu, Imanol
论文数: 0 引用数: 0
h-index: 0
机构:
Euskal Herriko Unibertsitatea, Zientzia Teknol Fak, Kimika Organikoa Saila 2, Bilbao 48080, Spain Euskal Herriko Unibertsitatea, Zientzia Teknol Fak, Kimika Organikoa Saila 2, Bilbao 48080, Spain
[8]
Palladium- and Copper-Catalyzed Arylation of Carbon-Hydrogen Bonds
[J].
Daugulis, Olafs
;
Do, Hien-Quang
;
Shabashov, Dmitry
.
ACCOUNTS OF CHEMICAL RESEARCH,
2009, 42 (08)
:1074-1086

Daugulis, Olafs
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Houston, Dept Chem, Houston, TX 77204 USA Univ Houston, Dept Chem, Houston, TX 77204 USA

Do, Hien-Quang
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Houston, Dept Chem, Houston, TX 77204 USA Univ Houston, Dept Chem, Houston, TX 77204 USA

Shabashov, Dmitry
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Houston, Dept Chem, Houston, TX 77204 USA Univ Houston, Dept Chem, Houston, TX 77204 USA
[9]
Synthesis of azido arylselenides and azido aryldiselenides: a new class of selenium-nitrogen compounds
[J].
Deobald, Anna Maria
;
Simon de Camargo, Leandro R.
;
Tabarelli, Greice
;
Hoerner, Manfredo
;
Rodrigues, Oscar E. D.
;
Alves, Diego
;
Braga, Antonio L.
.
TETRAHEDRON LETTERS,
2010, 51 (26)
:3364-3367

Deobald, Anna Maria
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Fed Santa Maria, Dept Quim, BR-97105900 Santa Maria, RS, Brazil Univ Fed Santa Catarina, Dept Quim, BR-88040900 Florianopolis, SC, Brazil

Simon de Camargo, Leandro R.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Fed Santa Maria, Dept Quim, BR-97105900 Santa Maria, RS, Brazil Univ Fed Santa Catarina, Dept Quim, BR-88040900 Florianopolis, SC, Brazil

Tabarelli, Greice
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Fed Santa Catarina, Dept Quim, BR-88040900 Florianopolis, SC, Brazil Univ Fed Santa Catarina, Dept Quim, BR-88040900 Florianopolis, SC, Brazil

Hoerner, Manfredo
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Fed Santa Maria, Dept Quim, BR-97105900 Santa Maria, RS, Brazil Univ Fed Santa Catarina, Dept Quim, BR-88040900 Florianopolis, SC, Brazil

Rodrigues, Oscar E. D.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Fed Santa Maria, Dept Quim, BR-97105900 Santa Maria, RS, Brazil Univ Fed Santa Catarina, Dept Quim, BR-88040900 Florianopolis, SC, Brazil

Alves, Diego
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Fed Pelotas, Dept Quim Organ, BR-96010900 Pelotas, RS, Brazil Univ Fed Santa Catarina, Dept Quim, BR-88040900 Florianopolis, SC, Brazil

Braga, Antonio L.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Fed Santa Catarina, Dept Quim, BR-88040900 Florianopolis, SC, Brazil Univ Fed Santa Catarina, Dept Quim, BR-88040900 Florianopolis, SC, Brazil
[10]
One-Pot Synthesis of Amine-Substituted Aryl Sulfides and Benzo[b]thiophene Derivatives
[J].
Duan, Zhongyu
;
Ranjit, Sadananda
;
Liu, Xiaogang
.
ORGANIC LETTERS,
2010, 12 (10)
:2430-2433

Duan, Zhongyu
论文数: 0 引用数: 0
h-index: 0
机构:
Natl Univ Singapore, Dept Chem, Singapore 117543, Singapore Natl Univ Singapore, Dept Chem, Singapore 117543, Singapore

Ranjit, Sadananda
论文数: 0 引用数: 0
h-index: 0
机构:
Natl Univ Singapore, Dept Chem, Singapore 117543, Singapore Natl Univ Singapore, Dept Chem, Singapore 117543, Singapore

Liu, Xiaogang
论文数: 0 引用数: 0
h-index: 0
机构:
Natl Univ Singapore, Dept Chem, Singapore 117543, Singapore Natl Univ Singapore, Dept Chem, Singapore 117543, Singapore