共 69 条
Gold-Catalyzed Cascade Cyclization of (Azido)ynamides: An Efficient Strategy for the Construction of Indoloquinolines
被引:130
作者:

Tokimizu, Yusuke
论文数: 0 引用数: 0
h-index: 0
机构:
Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan

论文数: 引用数:
h-index:
机构:

论文数: 引用数:
h-index:
机构:

Ohno, Hiroaki
论文数: 0 引用数: 0
h-index: 0
机构:
Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan
机构:
[1] Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan
基金:
日本学术振兴会;
关键词:
DIRECT ALKYNYLATION;
IN-VITRO;
ALKYNES;
ACTIVATION;
INSIGHTS;
ACCESS;
NEOCRYPTOLEPINES;
(-)-QUINOCARCIN;
HYDROARYLATION;
ENYNES;
D O I:
10.1021/ol5012604
中图分类号:
O62 [有机化学];
学科分类号:
070303 ;
081704 ;
摘要:
(Azido)ynamides were efficiently converted into indoloquinolines by the use of a gold catalyst. While ynamides bearing an allylsilane gave terminal alkenes, ynamides bearing a simple alkene gave cyclopropanes. This reaction proceeds through the formation of an alpha-amidino gold carbenoid.
引用
收藏
页码:3138 / 3141
页数:4
相关论文
共 69 条
[1]
Synthesis of Indole Derivatives from 2-Alkynylanilines by Means of Gold Catalysis
[J].
Abbiati, Giorgio
;
Marinelli, Fabio
;
Rossi, Elisabetta
;
Arcadi, Antonio
.
ISRAEL JOURNAL OF CHEMISTRY,
2013, 53 (11-12)
:856-868

Abbiati, Giorgio
论文数: 0 引用数: 0
h-index: 0
机构:
Dipartimento Sci Farmaceut, Sez Chim Gen & Organ A Marchesini, I-20133 Milan, Italy Dipartimento Sci Farmaceut, Sez Chim Gen & Organ A Marchesini, I-20133 Milan, Italy

Marinelli, Fabio
论文数: 0 引用数: 0
h-index: 0
机构:
Dipartimento Sci Fis & Chim, I-67010 Laquila, Italy Dipartimento Sci Farmaceut, Sez Chim Gen & Organ A Marchesini, I-20133 Milan, Italy

Rossi, Elisabetta
论文数: 0 引用数: 0
h-index: 0
机构:
Dipartimento Sci Farmaceut, Sez Chim Gen & Organ A Marchesini, I-20133 Milan, Italy Dipartimento Sci Farmaceut, Sez Chim Gen & Organ A Marchesini, I-20133 Milan, Italy

Arcadi, Antonio
论文数: 0 引用数: 0
h-index: 0
机构:
Dipartimento Sci Fis & Chim, I-67010 Laquila, Italy Dipartimento Sci Farmaceut, Sez Chim Gen & Organ A Marchesini, I-20133 Milan, Italy
[2]
Alternative synthetic methods through new developments in catalysis by gold
[J].
Arcadi, Antonio
.
CHEMICAL REVIEWS,
2008, 108 (08)
:3266-3325

Arcadi, Antonio
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Aquila, Dept Chem Chem Engn & Mat, I-67010 Coppito, AQ, Italy Univ Aquila, Dept Chem Chem Engn & Mat, I-67010 Coppito, AQ, Italy
[3]
Gold-catalyzed decorations of arenes and heteroarenes with C-C multiple bonds
[J].
Bandini, Marco
.
CHEMICAL SOCIETY REVIEWS,
2011, 40 (03)
:1358-1367

Bandini, Marco
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Bologna, Alma Mater Studiorum, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy Univ Bologna, Alma Mater Studiorum, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy
[4]
Gold-Catalyzed Oxidative Cyclizations of cis-3-En-1-ynes To Form Cyclopentenone Derivatives
[J].
Bhunia, Sabyasachi
;
Ghorpade, Satish
;
Huple, Deepak B.
;
Liu, Rai-Shung
.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
2012, 51 (12)
:2939-2942

Bhunia, Sabyasachi
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

Ghorpade, Satish
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

Huple, Deepak B.
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

Liu, Rai-Shung
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
[5]
Ethynyl Benziodoxolones for the Direct Alkynylation of Heterocycles: Structural Requirement, Improved Procedure for Pyrroles, and Insights into the Mechanism
[J].
Brand, Jonathan P.
;
Chevalley, Clara
;
Scopelliti, Rosario
;
Waser, Jerome
.
CHEMISTRY-A EUROPEAN JOURNAL,
2012, 18 (18)
:5655-5666

Brand, Jonathan P.
论文数: 0 引用数: 0
h-index: 0
机构:
Ecole Polytech Fed Lausanne, Lab Catalysis & Organ Synth, Inst Chem Sci & Engn, EPFL SB ISIC LCSO, BCH 4306, CH-1015 Lausanne, Switzerland Ecole Polytech Fed Lausanne, Lab Catalysis & Organ Synth, Inst Chem Sci & Engn, EPFL SB ISIC LCSO, BCH 4306, CH-1015 Lausanne, Switzerland

Chevalley, Clara
论文数: 0 引用数: 0
h-index: 0
机构:
Ecole Polytech Fed Lausanne, Lab Catalysis & Organ Synth, Inst Chem Sci & Engn, EPFL SB ISIC LCSO, BCH 4306, CH-1015 Lausanne, Switzerland Ecole Polytech Fed Lausanne, Lab Catalysis & Organ Synth, Inst Chem Sci & Engn, EPFL SB ISIC LCSO, BCH 4306, CH-1015 Lausanne, Switzerland

Scopelliti, Rosario
论文数: 0 引用数: 0
h-index: 0
机构:
Ecole Polytech Fed Lausanne, Lab Catalysis & Organ Synth, Inst Chem Sci & Engn, EPFL SB ISIC LCSO, BCH 4306, CH-1015 Lausanne, Switzerland Ecole Polytech Fed Lausanne, Lab Catalysis & Organ Synth, Inst Chem Sci & Engn, EPFL SB ISIC LCSO, BCH 4306, CH-1015 Lausanne, Switzerland

Waser, Jerome
论文数: 0 引用数: 0
h-index: 0
机构:
Ecole Polytech Fed Lausanne, Lab Catalysis & Organ Synth, Inst Chem Sci & Engn, EPFL SB ISIC LCSO, BCH 4306, CH-1015 Lausanne, Switzerland Ecole Polytech Fed Lausanne, Lab Catalysis & Organ Synth, Inst Chem Sci & Engn, EPFL SB ISIC LCSO, BCH 4306, CH-1015 Lausanne, Switzerland
[6]
Direct Alkynylation of Thiophenes: Cooperative Activation of TIPS-EBX with Gold and Bronsted Acids
[J].
Brand, Jonathan P.
;
Waser, Jerome
.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
2010, 49 (40)
:7304-7307

Brand, Jonathan P.
论文数: 0 引用数: 0
h-index: 0
机构:
Ecole Polytech Fed Lausanne, Lab Catalysis & Organ Synth, EPFL SB ISIC LCSO, CH-1015 Lausanne, Switzerland Ecole Polytech Fed Lausanne, Lab Catalysis & Organ Synth, EPFL SB ISIC LCSO, CH-1015 Lausanne, Switzerland

Waser, Jerome
论文数: 0 引用数: 0
h-index: 0
机构:
Ecole Polytech Fed Lausanne, Lab Catalysis & Organ Synth, EPFL SB ISIC LCSO, CH-1015 Lausanne, Switzerland Ecole Polytech Fed Lausanne, Lab Catalysis & Organ Synth, EPFL SB ISIC LCSO, CH-1015 Lausanne, Switzerland
[7]
Direct Alkynylation of Indole and Pyrrole Heterocycles
[J].
Brand, Jonathan P.
;
Charpentier, Julie
;
Waser, Jerome
.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
2009, 48 (49)
:9346-9349

Brand, Jonathan P.
论文数: 0 引用数: 0
h-index: 0
机构:
Ecole Polytech Fed Lausanne, Lab Catalysis & Organ Synth, SB ISIC, BCH 4306, CH-1015 Lausanne, Switzerland Ecole Polytech Fed Lausanne, Lab Catalysis & Organ Synth, SB ISIC, BCH 4306, CH-1015 Lausanne, Switzerland

Charpentier, Julie
论文数: 0 引用数: 0
h-index: 0
机构:
Ecole Polytech Fed Lausanne, Lab Catalysis & Organ Synth, SB ISIC, BCH 4306, CH-1015 Lausanne, Switzerland Ecole Polytech Fed Lausanne, Lab Catalysis & Organ Synth, SB ISIC, BCH 4306, CH-1015 Lausanne, Switzerland

Waser, Jerome
论文数: 0 引用数: 0
h-index: 0
机构:
Ecole Polytech Fed Lausanne, Lab Catalysis & Organ Synth, SB ISIC, BCH 4306, CH-1015 Lausanne, Switzerland Ecole Polytech Fed Lausanne, Lab Catalysis & Organ Synth, SB ISIC, BCH 4306, CH-1015 Lausanne, Switzerland
[8]
Convergent Synthesis of (-)-Quinocarcin Based on the Combination of Sonogashira Coupling and Gold(I)-Catalyzed 6-endo-dig Hydroamination
[J].
Chiba, Hiroaki
;
Sakai, Yuki
;
Ohara, Ayako
;
Oishi, Shinya
;
Fujii, Nobutaka
;
Ohno, Hiroaki
.
CHEMISTRY-A EUROPEAN JOURNAL,
2013, 19 (27)
:8875-8883

Chiba, Hiroaki
论文数: 0 引用数: 0
h-index: 0
机构:
Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan

Sakai, Yuki
论文数: 0 引用数: 0
h-index: 0
机构:
Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan

Ohara, Ayako
论文数: 0 引用数: 0
h-index: 0
机构:
Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan

论文数: 引用数:
h-index:
机构:

论文数: 引用数:
h-index:
机构:

Ohno, Hiroaki
论文数: 0 引用数: 0
h-index: 0
机构:
Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan
[9]
Lewis-acid-mediated ring-exchange reaction of dihydrobenzofurans and its application to the formal total synthesis of (-)-quinocarcinamide
[J].
Chiba, Hiroaki
;
Sakai, Yuki
;
Oishi, Shinya
;
Fujii, Nobutaka
;
Ohno, Hiroaki
.
TETRAHEDRON LETTERS,
2012, 53 (46)
:6273-6276

Chiba, Hiroaki
论文数: 0 引用数: 0
h-index: 0
机构:
Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan

Sakai, Yuki
论文数: 0 引用数: 0
h-index: 0
机构:
Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan

论文数: 引用数:
h-index:
机构:

论文数: 引用数:
h-index:
机构:

Ohno, Hiroaki
论文数: 0 引用数: 0
h-index: 0
机构:
Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan
[10]
Total Synthesis of (-)-Quinocarcin by Gold(I)-Catalyzed Regioselective Hydroamination
[J].
Chiba, Hiroaki
;
Oishi, Shinya
;
Fujii, Nobutaka
;
Ohno, Hiroaki
.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
2012, 51 (36)
:9169-9172

Chiba, Hiroaki
论文数: 0 引用数: 0
h-index: 0
机构:
Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan

论文数: 引用数:
h-index:
机构:

论文数: 引用数:
h-index:
机构:

Ohno, Hiroaki
论文数: 0 引用数: 0
h-index: 0
机构:
Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan