共 50 条
Rhodium(III)-catalyzed internal oxidative coupling of N-hydroxyanilides with alkenes via C-H activation
被引:11
作者:

Wen, Jing
论文数: 0 引用数: 0
h-index: 0
机构:
Nanjing Univ, Sch Chem & Chem Engn, State Key Lab Coordinat Chem, Nanjing Natl Lab Microstruct, Nanjing 210093, Jiangsu, Peoples R China Nanjing Univ, Sch Chem & Chem Engn, State Key Lab Coordinat Chem, Nanjing Natl Lab Microstruct, Nanjing 210093, Jiangsu, Peoples R China

Wu, An
论文数: 0 引用数: 0
h-index: 0
机构:
Nanjing Univ, Kuang Yaming Honors Sch, Nanjing 210093, Jiangsu, Peoples R China Nanjing Univ, Sch Chem & Chem Engn, State Key Lab Coordinat Chem, Nanjing Natl Lab Microstruct, Nanjing 210093, Jiangsu, Peoples R China

Chen, Pei
论文数: 0 引用数: 0
h-index: 0
机构:
Nanjing Univ, Sch Chem & Chem Engn, State Key Lab Coordinat Chem, Nanjing Natl Lab Microstruct, Nanjing 210093, Jiangsu, Peoples R China Nanjing Univ, Sch Chem & Chem Engn, State Key Lab Coordinat Chem, Nanjing Natl Lab Microstruct, Nanjing 210093, Jiangsu, Peoples R China

Zhu, Jin
论文数: 0 引用数: 0
h-index: 0
机构:
Nanjing Univ, Sch Chem & Chem Engn, State Key Lab Coordinat Chem, Nanjing Natl Lab Microstruct, Nanjing 210093, Jiangsu, Peoples R China Nanjing Univ, Sch Chem & Chem Engn, State Key Lab Coordinat Chem, Nanjing Natl Lab Microstruct, Nanjing 210093, Jiangsu, Peoples R China
机构:
[1] Nanjing Univ, Sch Chem & Chem Engn, State Key Lab Coordinat Chem, Nanjing Natl Lab Microstruct, Nanjing 210093, Jiangsu, Peoples R China
[2] Nanjing Univ, Kuang Yaming Honors Sch, Nanjing 210093, Jiangsu, Peoples R China
基金:
中国国家自然科学基金;
关键词:
Rhodium;
Anilides;
Internal oxidation;
Alkenes;
C-H activation;
BOND ACTIVATION;
DIRECTING GROUP;
ORTHO-ARYLATION;
ANILIDES;
INDOLES;
ARENES;
AMIDATION;
ALKYNES;
FUNCTIONALIZATION;
CYCLIZATION;
D O I:
10.1016/j.tetlet.2015.07.070
中图分类号:
O62 [有机化学];
学科分类号:
070303 ;
081704 ;
摘要:
Described herein is an efficient new method for ortho-olefination of anilides in the presence of AgSbF6 and NaOAc via rhodium(III)-catalyzed internal oxidative C-H bond activation based on hydroxyl as directing and oxidative group. A range of alkenes and functional groups on acetanilides is supported and a possible mechanism is proposed according to the experimental results. (C) 2015 Elsevier Ltd. All rights reserved.
引用
收藏
页码:5282 / 5286
页数:5
相关论文
共 50 条
[1]
Ruthenium-Catalyzed Oxidative C-H Alkenylations of Anilides and Benzamides in Water
[J].
Ackermann, Lutz
;
Wang, Lianhui
;
Wolfram, Ratnakancana
;
Lygin, Alexander V.
.
ORGANIC LETTERS,
2012, 14 (03)
:728-731

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

Wang, Lianhui
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

Wolfram, Ratnakancana
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

Lygin, Alexander V.
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]
AROMATIC SUBSTITUTION OF OLEFINS .20. REACTIONS OF TRIPHENYLAMINE, TRI-PHOSPHINE, TRI-ARSINE, TRI-STIBINE, AND TRI-BISMUTH WITH STYRENE IN PRESENCE OF PALLADIUM (II) SALTS
[J].
ASANO, R
;
MORITANI, I
;
FUJIWARA, Y
;
TERANISH.S
.
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN,
1973, 46 (09)
:2910-2911

ASANO, R
论文数: 0 引用数: 0
h-index: 0
机构:
OSAKA UNIV, FAC ENGN SCI, OSAKA 560, JAPAN OSAKA UNIV, FAC ENGN SCI, OSAKA 560, JAPAN

MORITANI, I
论文数: 0 引用数: 0
h-index: 0
机构:
OSAKA UNIV, FAC ENGN SCI, OSAKA 560, JAPAN OSAKA UNIV, FAC ENGN SCI, OSAKA 560, JAPAN

FUJIWARA, Y
论文数: 0 引用数: 0
h-index: 0
机构:
OSAKA UNIV, FAC ENGN SCI, OSAKA 560, JAPAN OSAKA UNIV, FAC ENGN SCI, OSAKA 560, JAPAN

TERANISH.S
论文数: 0 引用数: 0
h-index: 0
机构:
OSAKA UNIV, FAC ENGN SCI, OSAKA 560, JAPAN OSAKA UNIV, FAC ENGN SCI, OSAKA 560, JAPAN
[3]
Mild C-H Halogenation of Anilides and the Isolation of an Unusual Palladium(I)-Palladium(II) Species
[J].
Bedford, Robin B.
;
Haddow, Mairi F.
;
Mitchell, Charlotte J.
;
Webster, Ruth L.
.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
2011, 50 (24)
:5524-5527

Bedford, Robin B.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Bristol, Sch Chem, Bristol BS8 1TS, Avon, England Univ Bristol, Sch Chem, Bristol BS8 1TS, Avon, England

Haddow, Mairi F.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Bristol, Sch Chem, Bristol BS8 1TS, Avon, England Univ Bristol, Sch Chem, Bristol BS8 1TS, Avon, England

Mitchell, Charlotte J.
论文数: 0 引用数: 0
h-index: 0
机构:
GlaxoSmithKline Inc, Stevenage SG1 2NY, Herts, England Univ Bristol, Sch Chem, Bristol BS8 1TS, Avon, England

Webster, Ruth L.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Bristol, Sch Chem, Bristol BS8 1TS, Avon, England Univ Bristol, Sch Chem, Bristol BS8 1TS, Avon, England
[4]
Selective Pd-catalyzed oxidative coupling of anilides with olefins through C-H bond activation at room temperature
[J].
Boele, MDK
;
van Strijdonck, GPF
;
de Vries, AHM
;
Kamer, PCJ
;
de Vries, JG
;
van Leeuwen, PWNM
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2002, 124 (08)
:1586-1587

Boele, MDK
论文数: 0 引用数: 0
h-index: 0
机构: Univ Amsterdam, Fac Sci, Inst Mol Chem, NL-1018 WV Amsterdam, Netherlands

van Strijdonck, GPF
论文数: 0 引用数: 0
h-index: 0
机构: Univ Amsterdam, Fac Sci, Inst Mol Chem, NL-1018 WV Amsterdam, Netherlands

de Vries, AHM
论文数: 0 引用数: 0
h-index: 0
机构: Univ Amsterdam, Fac Sci, Inst Mol Chem, NL-1018 WV Amsterdam, Netherlands

Kamer, PCJ
论文数: 0 引用数: 0
h-index: 0
机构: Univ Amsterdam, Fac Sci, Inst Mol Chem, NL-1018 WV Amsterdam, Netherlands

de Vries, JG
论文数: 0 引用数: 0
h-index: 0
机构: Univ Amsterdam, Fac Sci, Inst Mol Chem, NL-1018 WV Amsterdam, Netherlands

van Leeuwen, PWNM
论文数: 0 引用数: 0
h-index: 0
机构: Univ Amsterdam, Fac Sci, Inst Mol Chem, NL-1018 WV Amsterdam, Netherlands
[5]
Rh(III)-Catalyzed Tandem C-H Allylation and Oxidative Cyclization of Anilides: A New Entry to Indoles
[J].
Cajaraville, Ana
;
Lopez, Susana
;
Varela, Jesus A.
;
Saa, Carlos
.
ORGANIC LETTERS,
2013, 15 (17)
:4576-4579

Cajaraville, Ana
论文数: 0 引用数: 0
h-index: 0
机构: Univ Santiago Compostela, Dept Quim Organ, Santiago De Compostela 15782, Spain

Lopez, Susana
论文数: 0 引用数: 0
h-index: 0
机构: Univ Santiago Compostela, Dept Quim Organ, Santiago De Compostela 15782, Spain

Varela, Jesus A.
论文数: 0 引用数: 0
h-index: 0
机构: Univ Santiago Compostela, Dept Quim Organ, Santiago De Compostela 15782, Spain

Saa, Carlos
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Santiago Compostela, Dept Quim Organ, Santiago De Compostela 15782, Spain Univ Santiago Compostela, Dept Quim Organ, Santiago De Compostela 15782, Spain
[6]
Ruthenium-catalyzed ortho-arylation of acetanilides with aromatic boronic acids: an easy route to prepare phenanthridines and carbazoles
[J].
Chinnagolla, Ravi Kiran
;
Jeganmohan, Masilamani
.
CHEMICAL COMMUNICATIONS,
2014, 50 (19)
:2442-2444

Chinnagolla, Ravi Kiran
论文数: 0 引用数: 0
h-index: 0
机构:
Indian Inst Sci Educ & Res, Dept Chem, Pune 411021, Maharashtra, India Indian Inst Sci Educ & Res, Dept Chem, Pune 411021, Maharashtra, India

论文数: 引用数:
h-index:
机构:
[7]
Kinetic Isotope Effects in the Study of Organometallic Reaction Mechanisms
[J].
Gomez-Gallego, Mar
;
Sierra, Miguel A.
.
CHEMICAL REVIEWS,
2011, 111 (08)
:4857-4963

Gomez-Gallego, Mar
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Complutense, Fac Quim, Dept Quim Organ 1, E-28040 Madrid, Spain Univ Complutense, Fac Quim, Dept Quim Organ 1, E-28040 Madrid, Spain

Sierra, Miguel A.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Complutense, Fac Quim, Dept Quim Organ 1, E-28040 Madrid, Spain Univ Complutense, Fac Quim, Dept Quim Organ 1, E-28040 Madrid, Spain
[8]
Synthesis of indoles through Rh(III)-catalyzed C-H cross-coupling with allyl carbonates
[J].
Gong, Tian-Jun
;
Cheng, Wan-Min
;
Su, Wei
;
Xiao, Bin
;
Fu, Yao
.
TETRAHEDRON LETTERS,
2014, 55 (11)
:1859-1862

Gong, Tian-Jun
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Sci & Technol China, Dept Chem, Hefei 230026, Peoples R China Univ Sci & Technol China, Dept Chem, Hefei 230026, Peoples R China

Cheng, Wan-Min
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Sci & Technol China, Dept Chem, Hefei 230026, Peoples R China Univ Sci & Technol China, Dept Chem, Hefei 230026, Peoples R China

Su, Wei
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Sci & Technol China, Dept Chem, Hefei 230026, Peoples R China Univ Sci & Technol China, Dept Chem, Hefei 230026, Peoples R China

Xiao, Bin
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Sci & Technol China, Dept Chem, Hefei 230026, Peoples R China Univ Sci & Technol China, Dept Chem, Hefei 230026, Peoples R China

Fu, Yao
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Sci & Technol China, Dept Chem, Hefei 230026, Peoples R China Univ Sci & Technol China, Dept Chem, Hefei 230026, Peoples R China
[9]
Rhodium(III)-Catalyzed Heterocycle Synthesis Using an Internal Oxidant: Improved Reactivity and Mechanistic Studies
[J].
Guimond, Nicolas
;
Gorelsky, Serge I.
;
Fagnou, Keith
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2011, 133 (16)
:6449-6457

Guimond, Nicolas
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Ottawa, Ctr Catalysis Res & Innovat, Ottawa, ON K1N 6N5, Canada Univ Ottawa, Ctr Catalysis Res & Innovat, Ottawa, ON K1N 6N5, Canada

Gorelsky, Serge I.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Ottawa, Ctr Catalysis Res & Innovat, Ottawa, ON K1N 6N5, Canada Univ Ottawa, Ctr Catalysis Res & Innovat, Ottawa, ON K1N 6N5, Canada

Fagnou, Keith
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Ottawa, Ctr Catalysis Res & Innovat, Ottawa, ON K1N 6N5, Canada Univ Ottawa, Ctr Catalysis Res & Innovat, Ottawa, ON K1N 6N5, Canada
[10]
Rhodium(III)-Catalyzed ortho-Arylation of Anilides with Aryl Halides
[J].
Haridharan, Radhakrishnan
;
Muralirajan, Krishnamoorthy
;
Cheng, Chien-Hong
.
ADVANCED SYNTHESIS & CATALYSIS,
2015, 357 (2-3)
:366-370

Haridharan, Radhakrishnan
论文数: 0 引用数: 0
h-index: 0
机构:
Natl Tsing Hua Univ, Dept Chem, Hsinchu 30013, Taiwan Natl Tsing Hua Univ, Dept Chem, Hsinchu 30013, Taiwan

论文数: 引用数:
h-index:
机构:

论文数: 引用数:
h-index:
机构: