共 85 条
Rh-Catalyzed Construction of Quinolin-2(1H)-ones via C-H Bond Activation of Simple Anilines with CO and Alkynes
被引:130
作者:

Li, Xinyao
论文数: 0 引用数: 0
h-index: 0
机构:
Peking Univ, State Key Lab Nat & Biomimet Drugs, Beijing 100191, Peoples R China Peking Univ, State Key Lab Nat & Biomimet Drugs, Beijing 100191, Peoples R China

Li, Xinwei
论文数: 0 引用数: 0
h-index: 0
机构:
Peking Univ, State Key Lab Nat & Biomimet Drugs, Beijing 100191, Peoples R China Peking Univ, State Key Lab Nat & Biomimet Drugs, Beijing 100191, Peoples R China

Jiao, Ning
论文数: 0 引用数: 0
h-index: 0
机构:
Peking Univ, State Key Lab Nat & Biomimet Drugs, Beijing 100191, Peoples R China
Nankai Univ, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China Peking Univ, State Key Lab Nat & Biomimet Drugs, Beijing 100191, Peoples R China
机构:
[1] Peking Univ, State Key Lab Nat & Biomimet Drugs, Beijing 100191, Peoples R China
[2] Nankai Univ, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China
基金:
中国国家自然科学基金;
关键词:
ONE-POT SYNTHESIS;
INTERNAL ALKYNES;
OXIDATIVE CARBONYLATION;
REGIOSELECTIVE CARBONYLATION;
SELECTIVE ACTIVATION;
EFFICIENT SYNTHESIS;
MOLECULAR-OXYGEN;
C(SP(3))-H BONDS;
ANNULATION;
RUTHENIUM;
D O I:
10.1021/jacs.5b05843
中图分类号:
O6 [化学];
学科分类号:
0703 ;
摘要:
A novel and efficient Rh-catalyzed Carbonylation and annulation of simple anilines with CO and alkynes through N-H and CH bond activation for the direct synthesis of quinolin-2(1H)-ones has been developed. Simple anilines without preactivation, broad substrate scope with hetero/polycycles, and high-value products make this protocol very-practical and attractive. A key rhodacycle complex was isolated and well-characterized.
引用
收藏
页码:9246 / 9249
页数:4
相关论文
共 85 条
[1]
Carboxylate-Assisted Ruthenium-Catalyzed Alkyne Annulations by C-H/Het-H Bond Functionalizations
[J].
Ackermann, Lutz
.
ACCOUNTS OF CHEMICAL RESEARCH,
2014, 47 (02)
:281-295

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
[2]
Cationic Ruthenium(II) Catalysts for Oxidative C-H/N-H Bond Functionalizations of Anilines with Removable Directing Group: Synthesis of Indoles in Water
[J].
Ackermann, Lutz
;
Lygin, Alexander V.
.
ORGANIC LETTERS,
2012, 14 (03)
:764-767

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

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
[3]
Ruthenium-Catalyzed Oxidative Annulation by Cleavage of C-H/N-H Bonds
[J].
Ackermann, Lutz
;
Lygin, Alexander V.
;
Hofmann, Nora
.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
2011, 50 (28)
:6379-6382

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

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

Hofmann, Nora
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
[4]
SYNTHESIS OF 6-(4-METHYL-1-PIPERAZINYL)-7H-INDENO[2,1-C]QUINOLINE DERIVATIVES AS POTENTIAL 5-HT RECEPTOR LIGANDS
[J].
ANZINI, M
;
CAPPELLI, A
;
VOMERO, S
.
JOURNAL OF HETEROCYCLIC CHEMISTRY,
1991, 28 (07)
:1809-1812

ANZINI, M
论文数: 0 引用数: 0
h-index: 0
机构: Dipartimento Farmaco Chimico Tecnologico, Università di Siena, Siena, 53100, Via Banchi di Sotto

CAPPELLI, A
论文数: 0 引用数: 0
h-index: 0
机构: Dipartimento Farmaco Chimico Tecnologico, Università di Siena, Siena, 53100, Via Banchi di Sotto

VOMERO, S
论文数: 0 引用数: 0
h-index: 0
机构: Dipartimento Farmaco Chimico Tecnologico, Università di Siena, Siena, 53100, Via Banchi di Sotto
[5]
Gold Catalysis Coupled with Visible Light Stimulation: Syntheses of Functionalized Indoles
[J].
Cai, Shunyou
;
Yang, Kai
;
Wang, David Zhigang
.
ORGANIC LETTERS,
2014, 16 (10)
:2606-2609

Cai, Shunyou
论文数: 0 引用数: 0
h-index: 0
机构:
Peking Univ, Shenzhen Grad Sch, Sch Chem Biol & Biotechnol, Lab Chem Genom, Shenzhen 518055, Peoples R China Peking Univ, Shenzhen Grad Sch, Sch Chem Biol & Biotechnol, Lab Chem Genom, Shenzhen 518055, Peoples R China

Yang, Kai
论文数: 0 引用数: 0
h-index: 0
机构:
Peking Univ, Shenzhen Grad Sch, Sch Chem Biol & Biotechnol, Lab Chem Genom, Shenzhen 518055, Peoples R China Peking Univ, Shenzhen Grad Sch, Sch Chem Biol & Biotechnol, Lab Chem Genom, Shenzhen 518055, Peoples R China

Wang, David Zhigang
论文数: 0 引用数: 0
h-index: 0
机构:
Peking Univ, Shenzhen Grad Sch, Sch Chem Biol & Biotechnol, Lab Chem Genom, Shenzhen 518055, Peoples R China Peking Univ, Shenzhen Grad Sch, Sch Chem Biol & Biotechnol, Lab Chem Genom, Shenzhen 518055, Peoples R China
[6]
3-NITRO-3,4-DIHYDRO-2(1H)-QUINOLONES - EXCITATORY AMINO-ACID ANTAGONISTS ACTING AT GLYCINE-SITE NMDA AND (RS)-ALPHA-AMINO-3-HYDROXY-5-METHYL-4-ISOXAZOLEPROPIONIC ACID RECEPTORS
[J].
CARLING, RW
;
LEESON, PD
;
MOORE, KW
;
SMITH, JD
;
MOYES, CR
;
MAWER, IM
;
THOMAS, S
;
CHAN, T
;
BAKER, R
;
FOSTER, AC
;
GRIMWOOD, S
;
KEMP, JA
;
MARSHALL, GR
;
TRICKLEBANK, MD
;
SAYWELL, KL
.
JOURNAL OF MEDICINAL CHEMISTRY,
1993, 36 (22)
:3397-3408

CARLING, RW
论文数: 0 引用数: 0
h-index: 0
机构: MERCK SHARP DOHME RES LABS, NEUROSCI RES CTR, DEPT BIOCHEM, HARLOW CM20 2QR, ESSEX, ENGLAND

LEESON, PD
论文数: 0 引用数: 0
h-index: 0
机构: MERCK SHARP DOHME RES LABS, NEUROSCI RES CTR, DEPT BIOCHEM, HARLOW CM20 2QR, ESSEX, ENGLAND

MOORE, KW
论文数: 0 引用数: 0
h-index: 0
机构: MERCK SHARP DOHME RES LABS, NEUROSCI RES CTR, DEPT BIOCHEM, HARLOW CM20 2QR, ESSEX, ENGLAND

SMITH, JD
论文数: 0 引用数: 0
h-index: 0
机构: MERCK SHARP DOHME RES LABS, NEUROSCI RES CTR, DEPT BIOCHEM, HARLOW CM20 2QR, ESSEX, ENGLAND

MOYES, CR
论文数: 0 引用数: 0
h-index: 0
机构: MERCK SHARP DOHME RES LABS, NEUROSCI RES CTR, DEPT BIOCHEM, HARLOW CM20 2QR, ESSEX, ENGLAND

MAWER, IM
论文数: 0 引用数: 0
h-index: 0
机构: MERCK SHARP DOHME RES LABS, NEUROSCI RES CTR, DEPT BIOCHEM, HARLOW CM20 2QR, ESSEX, ENGLAND

THOMAS, S
论文数: 0 引用数: 0
h-index: 0
机构: MERCK SHARP DOHME RES LABS, NEUROSCI RES CTR, DEPT BIOCHEM, HARLOW CM20 2QR, ESSEX, ENGLAND

CHAN, T
论文数: 0 引用数: 0
h-index: 0
机构: MERCK SHARP DOHME RES LABS, NEUROSCI RES CTR, DEPT BIOCHEM, HARLOW CM20 2QR, ESSEX, ENGLAND

BAKER, R
论文数: 0 引用数: 0
h-index: 0
机构: MERCK SHARP DOHME RES LABS, NEUROSCI RES CTR, DEPT BIOCHEM, HARLOW CM20 2QR, ESSEX, ENGLAND

FOSTER, AC
论文数: 0 引用数: 0
h-index: 0
机构: MERCK SHARP DOHME RES LABS, NEUROSCI RES CTR, DEPT BIOCHEM, HARLOW CM20 2QR, ESSEX, ENGLAND

GRIMWOOD, S
论文数: 0 引用数: 0
h-index: 0
机构: MERCK SHARP DOHME RES LABS, NEUROSCI RES CTR, DEPT BIOCHEM, HARLOW CM20 2QR, ESSEX, ENGLAND

KEMP, JA
论文数: 0 引用数: 0
h-index: 0
机构: MERCK SHARP DOHME RES LABS, NEUROSCI RES CTR, DEPT BIOCHEM, HARLOW CM20 2QR, ESSEX, ENGLAND

MARSHALL, GR
论文数: 0 引用数: 0
h-index: 0
机构: MERCK SHARP DOHME RES LABS, NEUROSCI RES CTR, DEPT BIOCHEM, HARLOW CM20 2QR, ESSEX, ENGLAND

TRICKLEBANK, MD
论文数: 0 引用数: 0
h-index: 0
机构: MERCK SHARP DOHME RES LABS, NEUROSCI RES CTR, DEPT BIOCHEM, HARLOW CM20 2QR, ESSEX, ENGLAND

SAYWELL, KL
论文数: 0 引用数: 0
h-index: 0
机构: MERCK SHARP DOHME RES LABS, NEUROSCI RES CTR, DEPT BIOCHEM, HARLOW CM20 2QR, ESSEX, ENGLAND
[7]
Carbonylation at sp3 C-H bonds adjacent to a nitrogen atom in alkylamines catalyzed by rhodium complexes
[J].
Chatani, N
;
Asaumi, T
;
Ikeda, T
;
Yorimitsu, S
;
Ishii, Y
;
Kakiuchi, F
;
Murai, S
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2000, 122 (51)
:12882-12883

论文数: 引用数:
h-index:
机构:

Asaumi, T
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

Ikeda, T
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

Yorimitsu, S
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

Ishii, Y
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

Kakiuchi, F
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

Murai, S
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
[8]
Ru-3(CO)(12)-catalyzed coupling of heteroaromatic C-H/CO/olefins. Regioselective acylation of the imidazole ring
[J].
Chatani, N
;
Fukuyama, T
;
Kakiuchi, F
;
Murai, S
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1996, 118 (02)
:493-494

论文数: 引用数:
h-index:
机构:

Fukuyama, T
论文数: 0 引用数: 0
h-index: 0
机构:
OSAKA UNIV,FAC ENGN,DEPT APPL CHEM,SUITA,OSAKA 565,JAPAN OSAKA UNIV,FAC ENGN,DEPT APPL CHEM,SUITA,OSAKA 565,JAPAN

Kakiuchi, F
论文数: 0 引用数: 0
h-index: 0
机构:
OSAKA UNIV,FAC ENGN,DEPT APPL CHEM,SUITA,OSAKA 565,JAPAN OSAKA UNIV,FAC ENGN,DEPT APPL CHEM,SUITA,OSAKA 565,JAPAN

Murai, S
论文数: 0 引用数: 0
h-index: 0
机构:
OSAKA UNIV,FAC ENGN,DEPT APPL CHEM,SUITA,OSAKA 565,JAPAN OSAKA UNIV,FAC ENGN,DEPT APPL CHEM,SUITA,OSAKA 565,JAPAN
[9]
Palladium-Catalyzed Carbonylative [3+2+1] Annulation of N-Aryl-Pyridine-2-Amines with Internal Alkynes by C-H Activation: Facile Synthesis of 2-Quinolinones
[J].
Chen, Jianbin
;
Natte, Kishore
;
Spannenberg, Anke
;
Neumann, Helfried
;
Beller, Matthias
;
Wu, Xiao-Feng
.
CHEMISTRY-A EUROPEAN JOURNAL,
2014, 20 (44)
:14189-14193

Chen, Jianbin
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Rostock eV, Leibniz Inst Katalyse, D-18059 Rostock, Germany Univ Rostock eV, Leibniz Inst Katalyse, D-18059 Rostock, Germany

Natte, Kishore
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Rostock eV, Leibniz Inst Katalyse, D-18059 Rostock, Germany Univ Rostock eV, Leibniz Inst Katalyse, D-18059 Rostock, Germany

Spannenberg, Anke
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Rostock eV, Leibniz Inst Katalyse, D-18059 Rostock, Germany Univ Rostock eV, Leibniz Inst Katalyse, D-18059 Rostock, Germany

Neumann, Helfried
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Rostock eV, Leibniz Inst Katalyse, D-18059 Rostock, Germany Univ Rostock eV, Leibniz Inst Katalyse, D-18059 Rostock, Germany

Beller, Matthias
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Rostock eV, Leibniz Inst Katalyse, D-18059 Rostock, Germany Univ Rostock eV, Leibniz Inst Katalyse, D-18059 Rostock, Germany

Wu, Xiao-Feng
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Rostock eV, Leibniz Inst Katalyse, D-18059 Rostock, Germany Univ Rostock eV, Leibniz Inst Katalyse, D-18059 Rostock, Germany
[10]
Rh(III)-Catalyzed Oxidative Coupling of N-Aryl-2-aminopyridine with Alkynes and Alkenes
[J].
Chen, Jinlei
;
Song, Guoyong
;
Pan, Cheng-Ling
;
Li, Xingwei
.
ORGANIC LETTERS,
2010, 12 (23)
:5426-5429

Chen, Jinlei
论文数: 0 引用数: 0
h-index: 0
机构:
Jilin Univ, State Key Lab Theoret & Computat Chem, Changchun 130023, Peoples R China Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China

Song, Guoyong
论文数: 0 引用数: 0
h-index: 0
机构:
Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China

Pan, Cheng-Ling
论文数: 0 引用数: 0
h-index: 0
机构:
Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China

Li, Xingwei
论文数: 0 引用数: 0
h-index: 0
机构:
Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China