共 28 条
3-(1-Arylsulfonylalkyl)-7-azaindoles as precursors of vinylogous imine intermediates for hetero-Michael addition reactions
被引:2
作者:

Jin, Lunqiang
论文数: 0 引用数: 0
h-index: 0
机构:
China West Normal Univ, Chem Synth & Pollut Control Key Lab Sichuan Prov, Nanchong 637002, Peoples R China China West Normal Univ, Chem Synth & Pollut Control Key Lab Sichuan Prov, Nanchong 637002, Peoples R China

Jing, Linhai
论文数: 0 引用数: 0
h-index: 0
机构:
China West Normal Univ, Chem Synth & Pollut Control Key Lab Sichuan Prov, Nanchong 637002, Peoples R China China West Normal Univ, Chem Synth & Pollut Control Key Lab Sichuan Prov, Nanchong 637002, Peoples R China

Luo, Gan
论文数: 0 引用数: 0
h-index: 0
机构:
China West Normal Univ, Chem Synth & Pollut Control Key Lab Sichuan Prov, Nanchong 637002, Peoples R China China West Normal Univ, Chem Synth & Pollut Control Key Lab Sichuan Prov, Nanchong 637002, Peoples R China

Wang, Rongming
论文数: 0 引用数: 0
h-index: 0
机构:
China West Normal Univ, Chem Synth & Pollut Control Key Lab Sichuan Prov, Nanchong 637002, Peoples R China China West Normal Univ, Chem Synth & Pollut Control Key Lab Sichuan Prov, Nanchong 637002, Peoples R China

Yin, Mingxing
论文数: 0 引用数: 0
h-index: 0
机构:
China West Normal Univ, Chem Synth & Pollut Control Key Lab Sichuan Prov, Nanchong 637002, Peoples R China China West Normal Univ, Chem Synth & Pollut Control Key Lab Sichuan Prov, Nanchong 637002, Peoples R China

Wu, Chaoling
论文数: 0 引用数: 0
h-index: 0
机构:
China West Normal Univ, Chem Synth & Pollut Control Key Lab Sichuan Prov, Nanchong 637002, Peoples R China China West Normal Univ, Chem Synth & Pollut Control Key Lab Sichuan Prov, Nanchong 637002, Peoples R China

Qin, Dabin
论文数: 0 引用数: 0
h-index: 0
机构:
China West Normal Univ, Chem Synth & Pollut Control Key Lab Sichuan Prov, Nanchong 637002, Peoples R China China West Normal Univ, Chem Synth & Pollut Control Key Lab Sichuan Prov, Nanchong 637002, Peoples R China
机构:
[1] China West Normal Univ, Chem Synth & Pollut Control Key Lab Sichuan Prov, Nanchong 637002, Peoples R China
来源:
基金:
中国国家自然科学基金;
关键词:
3-(1-Arylsulfonylalkyl)-7-azaindole;
Hetero-nucleophile;
Michael addition;
Synthetic method;
Vinylogous imine intermediate;
FRIEDEL-CRAFTS ALKYLATION;
DERIVATIVES;
FUNCTIONALIZATION;
REACTIVITY;
DISCOVERY;
RECEPTOR;
INDOLES;
DESIGN;
D O I:
10.1016/j.tet.2015.04.062
中图分类号:
O62 [有机化学];
学科分类号:
070303 ;
081704 ;
摘要:
Michael addition of hetero-nucleophiles to active vinylogous imine intermediates generated in situ from 3-(1-arylsulfonylalkyl)-7-azaindoles has been described. This new strategy provides a facile and efficient approach to valuable 3-alkyl substituted 7-azaindole derivatives containing heteroatoms in high yields. (C) 2015 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4039 / 4046
页数:8
相关论文
共 28 条
[1]
Gold-catalyzed C-3-alkylation of 7-azaindoles through Michael-type addition to α,β-enones
[J].
Alfonsi, Maria
;
Arcadi, Antonio
;
Bianchi, Gabriele
;
Marinelli, Fabio
;
Nardini, Antonella
.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY,
2006, 2006 (10)
:2393-2402

Alfonsi, Maria
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Aquila, Dipartimento Chim Ingn Chim & Mat, I-67010 Laquila, Italy Univ Aquila, Dipartimento Chim Ingn Chim & Mat, I-67010 Laquila, Italy

Arcadi, Antonio
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Aquila, Dipartimento Chim Ingn Chim & Mat, I-67010 Laquila, Italy Univ Aquila, Dipartimento Chim Ingn Chim & Mat, I-67010 Laquila, Italy

Bianchi, Gabriele
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Aquila, Dipartimento Chim Ingn Chim & Mat, I-67010 Laquila, Italy Univ Aquila, Dipartimento Chim Ingn Chim & Mat, I-67010 Laquila, Italy

Marinelli, Fabio
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Aquila, Dipartimento Chim Ingn Chim & Mat, I-67010 Laquila, Italy Univ Aquila, Dipartimento Chim Ingn Chim & Mat, I-67010 Laquila, Italy

Nardini, Antonella
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Aquila, Dipartimento Chim Ingn Chim & Mat, I-67010 Laquila, Italy Univ Aquila, Dipartimento Chim Ingn Chim & Mat, I-67010 Laquila, Italy
[2]
A journey across recent advances in catalytic and stereoselective alkylation of indoles
[J].
Bandini, M
;
Melloni, A
;
Tommasi, S
;
Umani-Ronchi, A
.
SYNLETT,
2005, (08)
:1199-1222

Bandini, M
论文数: 0 引用数: 0
h-index: 0
机构: Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy

Melloni, A
论文数: 0 引用数: 0
h-index: 0
机构: Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy

Tommasi, S
论文数: 0 引用数: 0
h-index: 0
机构: Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy

Umani-Ronchi, A
论文数: 0 引用数: 0
h-index: 0
机构: Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy
[3]
New catalytic approaches in the stereoselective Friedel-Crafts alkylation reaction
[J].
Bandini, M
;
Melloni, A
;
Umani-Ronchi, A
.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
2004, 43 (05)
:550-556

Bandini, M
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy

Melloni, A
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy

Umani-Ronchi, A
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy
[4]
3-(4-piperidinyl)indoles and 3-(4-piperidinyl)pyrrolo-[2,3-b]pyridines as figands for the ORL-1 receptor
[J].
Bignan, Gilles C.
;
Battista, Kathleen
;
Connolly, Peter J.
;
Liu, Jingchun
;
Middleton, Steven A.
;
Reitz, Allen B.
.
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS,
2006, 16 (13)
:3524-3528

Bignan, Gilles C.
论文数: 0 引用数: 0
h-index: 0
机构: Johnson & Johnson Pharmaceut Res & Dev LLC, Raritan, NJ 08869 USA

Battista, Kathleen
论文数: 0 引用数: 0
h-index: 0
机构: Johnson & Johnson Pharmaceut Res & Dev LLC, Raritan, NJ 08869 USA

Connolly, Peter J.
论文数: 0 引用数: 0
h-index: 0
机构: Johnson & Johnson Pharmaceut Res & Dev LLC, Raritan, NJ 08869 USA

Liu, Jingchun
论文数: 0 引用数: 0
h-index: 0
机构: Johnson & Johnson Pharmaceut Res & Dev LLC, Raritan, NJ 08869 USA

Middleton, Steven A.
论文数: 0 引用数: 0
h-index: 0
机构: Johnson & Johnson Pharmaceut Res & Dev LLC, Raritan, NJ 08869 USA

Reitz, Allen B.
论文数: 0 引用数: 0
h-index: 0
机构: Johnson & Johnson Pharmaceut Res & Dev LLC, Raritan, NJ 08869 USA
[5]
Synthesis and structure-activity relationships of piperidinylpyrrolopyridine derivatives as potent and selective H1 antagonists
[J].
Fonquerna, S
;
Miralpeix, M
;
Pagès, L
;
Puig, C
;
Cardús, A
;
Antón, F
;
Vilella, D
;
Aparici, N
;
Prieto, J
;
Warrellow, G
;
Beleta, J
;
Ryder, H
.
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS,
2005, 15 (04)
:1165-1167

Fonquerna, S
论文数: 0 引用数: 0
h-index: 0
机构:
Almirall Prodesfarma, Res Ctr, Barcelona 08024, Spain Almirall Prodesfarma, Res Ctr, Barcelona 08024, Spain

Miralpeix, M
论文数: 0 引用数: 0
h-index: 0
机构:
Almirall Prodesfarma, Res Ctr, Barcelona 08024, Spain Almirall Prodesfarma, Res Ctr, Barcelona 08024, Spain

Pagès, L
论文数: 0 引用数: 0
h-index: 0
机构:
Almirall Prodesfarma, Res Ctr, Barcelona 08024, Spain Almirall Prodesfarma, Res Ctr, Barcelona 08024, Spain

Puig, C
论文数: 0 引用数: 0
h-index: 0
机构:
Almirall Prodesfarma, Res Ctr, Barcelona 08024, Spain Almirall Prodesfarma, Res Ctr, Barcelona 08024, Spain

Cardús, A
论文数: 0 引用数: 0
h-index: 0
机构:
Almirall Prodesfarma, Res Ctr, Barcelona 08024, Spain Almirall Prodesfarma, Res Ctr, Barcelona 08024, Spain

Antón, F
论文数: 0 引用数: 0
h-index: 0
机构:
Almirall Prodesfarma, Res Ctr, Barcelona 08024, Spain Almirall Prodesfarma, Res Ctr, Barcelona 08024, Spain

Vilella, D
论文数: 0 引用数: 0
h-index: 0
机构:
Almirall Prodesfarma, Res Ctr, Barcelona 08024, Spain Almirall Prodesfarma, Res Ctr, Barcelona 08024, Spain

Aparici, N
论文数: 0 引用数: 0
h-index: 0
机构:
Almirall Prodesfarma, Res Ctr, Barcelona 08024, Spain Almirall Prodesfarma, Res Ctr, Barcelona 08024, Spain

Prieto, J
论文数: 0 引用数: 0
h-index: 0
机构:
Almirall Prodesfarma, Res Ctr, Barcelona 08024, Spain Almirall Prodesfarma, Res Ctr, Barcelona 08024, Spain

Warrellow, G
论文数: 0 引用数: 0
h-index: 0
机构:
Almirall Prodesfarma, Res Ctr, Barcelona 08024, Spain Almirall Prodesfarma, Res Ctr, Barcelona 08024, Spain

Beleta, J
论文数: 0 引用数: 0
h-index: 0
机构:
Almirall Prodesfarma, Res Ctr, Barcelona 08024, Spain Almirall Prodesfarma, Res Ctr, Barcelona 08024, Spain

Ryder, H
论文数: 0 引用数: 0
h-index: 0
机构:
Almirall Prodesfarma, Res Ctr, Barcelona 08024, Spain Almirall Prodesfarma, Res Ctr, Barcelona 08024, Spain
[6]
Direct Functionalization of (Un)protected Tetrahydroisoquinoline and Isochroman under Iron and Copper Catalysis: Two Metals, Two Mechanisms
[J].
Ghobrial, Michael
;
Schnuerch, Michael
;
Mihovilovic, Marko D.
.
JOURNAL OF ORGANIC CHEMISTRY,
2011, 76 (21)
:8781-8793

Ghobrial, Michael
论文数: 0 引用数: 0
h-index: 0
机构:
Vienna Univ Technol, Inst Appl Synthet Chem, A-1060 Vienna, Austria Vienna Univ Technol, Inst Appl Synthet Chem, A-1060 Vienna, Austria

Schnuerch, Michael
论文数: 0 引用数: 0
h-index: 0
机构:
Vienna Univ Technol, Inst Appl Synthet Chem, A-1060 Vienna, Austria Vienna Univ Technol, Inst Appl Synthet Chem, A-1060 Vienna, Austria

Mihovilovic, Marko D.
论文数: 0 引用数: 0
h-index: 0
机构:
Vienna Univ Technol, Inst Appl Synthet Chem, A-1060 Vienna, Austria Vienna Univ Technol, Inst Appl Synthet Chem, A-1060 Vienna, Austria
[7]
Facile, solvent and ligand free iron catalyzed direct functionalization of N-protected tetrahydroisoquinolines and isochroman
[J].
Ghobrial, Michael
;
Harhammer, Karin
;
Mihovilovic, Marko D.
;
Schnuerch, Michael
.
CHEMICAL COMMUNICATIONS,
2010, 46 (46)
:8836-8838

Ghobrial, Michael
论文数: 0 引用数: 0
h-index: 0
机构:
Vienna Univ Technol, Inst Appl Synthet Chem, A-1060 Vienna, Austria Vienna Univ Technol, Inst Appl Synthet Chem, A-1060 Vienna, Austria

Harhammer, Karin
论文数: 0 引用数: 0
h-index: 0
机构:
Vienna Univ Technol, Inst Appl Synthet Chem, A-1060 Vienna, Austria Vienna Univ Technol, Inst Appl Synthet Chem, A-1060 Vienna, Austria

Mihovilovic, Marko D.
论文数: 0 引用数: 0
h-index: 0
机构:
Vienna Univ Technol, Inst Appl Synthet Chem, A-1060 Vienna, Austria Vienna Univ Technol, Inst Appl Synthet Chem, A-1060 Vienna, Austria

Schnuerch, Michael
论文数: 0 引用数: 0
h-index: 0
机构:
Vienna Univ Technol, Inst Appl Synthet Chem, A-1060 Vienna, Austria Vienna Univ Technol, Inst Appl Synthet Chem, A-1060 Vienna, Austria
[8]
The discovery of novel cyclohexylamide CCR2 antagonists
[J].
Lanter, James C.
;
Markotan, Thomas P.
;
Zhang, Xuqing
;
Subasinghe, Nalin
;
Kang, Fu-An
;
Hou, Cuifen
;
Singer, Monica
;
Opas, Evan
;
McKenney, Sandra
;
Crysler, Carl
;
Johnson, Dana
;
Molloy, Christopher J.
;
Sui, Zhihua
.
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS,
2011, 21 (24)
:7496-7501

Lanter, James C.
论文数: 0 引用数: 0
h-index: 0
机构:
Johnson & Johnson Pharmaceut Res & Dev, Spring House, PA 19002 USA Johnson & Johnson Pharmaceut Res & Dev, Spring House, PA 19002 USA

Markotan, Thomas P.
论文数: 0 引用数: 0
h-index: 0
机构:
Johnson & Johnson Pharmaceut Res & Dev, Spring House, PA 19002 USA Johnson & Johnson Pharmaceut Res & Dev, Spring House, PA 19002 USA

Zhang, Xuqing
论文数: 0 引用数: 0
h-index: 0
机构:
Johnson & Johnson Pharmaceut Res & Dev, Spring House, PA 19002 USA Johnson & Johnson Pharmaceut Res & Dev, Spring House, PA 19002 USA

Subasinghe, Nalin
论文数: 0 引用数: 0
h-index: 0
机构:
Johnson & Johnson Pharmaceut Res & Dev, Spring House, PA 19002 USA Johnson & Johnson Pharmaceut Res & Dev, Spring House, PA 19002 USA

Kang, Fu-An
论文数: 0 引用数: 0
h-index: 0
机构:
Johnson & Johnson Pharmaceut Res & Dev, Spring House, PA 19002 USA Johnson & Johnson Pharmaceut Res & Dev, Spring House, PA 19002 USA

Hou, Cuifen
论文数: 0 引用数: 0
h-index: 0
机构:
Johnson & Johnson Pharmaceut Res & Dev, Spring House, PA 19002 USA Johnson & Johnson Pharmaceut Res & Dev, Spring House, PA 19002 USA

Singer, Monica
论文数: 0 引用数: 0
h-index: 0
机构:
Johnson & Johnson Pharmaceut Res & Dev, Spring House, PA 19002 USA Johnson & Johnson Pharmaceut Res & Dev, Spring House, PA 19002 USA

Opas, Evan
论文数: 0 引用数: 0
h-index: 0
机构:
Johnson & Johnson Pharmaceut Res & Dev, Spring House, PA 19002 USA Johnson & Johnson Pharmaceut Res & Dev, Spring House, PA 19002 USA

McKenney, Sandra
论文数: 0 引用数: 0
h-index: 0
机构:
Johnson & Johnson Pharmaceut Res & Dev, Spring House, PA 19002 USA Johnson & Johnson Pharmaceut Res & Dev, Spring House, PA 19002 USA

Crysler, Carl
论文数: 0 引用数: 0
h-index: 0
机构:
Johnson & Johnson Pharmaceut Res & Dev, Spring House, PA 19002 USA Johnson & Johnson Pharmaceut Res & Dev, Spring House, PA 19002 USA

Johnson, Dana
论文数: 0 引用数: 0
h-index: 0
机构:
Johnson & Johnson Pharmaceut Res & Dev, Spring House, PA 19002 USA Johnson & Johnson Pharmaceut Res & Dev, Spring House, PA 19002 USA

Molloy, Christopher J.
论文数: 0 引用数: 0
h-index: 0
机构:
Johnson & Johnson Pharmaceut Res & Dev, Spring House, PA 19002 USA Johnson & Johnson Pharmaceut Res & Dev, Spring House, PA 19002 USA

Sui, Zhihua
论文数: 0 引用数: 0
h-index: 0
机构:
Johnson & Johnson Pharmaceut Res & Dev, Spring House, PA 19002 USA Johnson & Johnson Pharmaceut Res & Dev, Spring House, PA 19002 USA
[9]
Highly efficient synthesis of 3-indolyl-substituted phthalides via Friedel-Crafts reactions in water
[J].
Lin, Hua
;
Sun, Xing-Wen
.
TETRAHEDRON LETTERS,
2008, 49 (36)
:5343-5346

Lin, Hua
论文数: 0 引用数: 0
h-index: 0
机构:
Fudan Univ, Dept Chem, Shanghai 200433, Peoples R China Fudan Univ, Dept Chem, Shanghai 200433, Peoples R China

Sun, Xing-Wen
论文数: 0 引用数: 0
h-index: 0
机构:
Fudan Univ, Dept Chem, Shanghai 200433, Peoples R China Fudan Univ, Dept Chem, Shanghai 200433, Peoples R China
[10]
Facile synthesis of 3-sec-a1lcyl substituted 7-azaindoles by Michael addition of carbon nucleophiles to vinylogous imine intermediates generated in situ from 3-(1-arylsulfonylalkyl)-7-azaindoles
[J].
Luo, Gan
;
Jing, Linhai
;
Qin, Dabin
;
Wang, Rongming
;
Jin, Lunqiang
;
Wu, Chaoling
;
Yin, Mingxing
.
TETRAHEDRON LETTERS,
2015, 56 (14)
:1764-1766

Luo, Gan
论文数: 0 引用数: 0
h-index: 0
机构:
China West Normal Univ, Chem Synth & Pollut Control Key Lab Sichuan Prov, Nanchong 637002, Peoples R China China West Normal Univ, Chem Synth & Pollut Control Key Lab Sichuan Prov, Nanchong 637002, Peoples R China

Jing, Linhai
论文数: 0 引用数: 0
h-index: 0
机构:
China West Normal Univ, Chem Synth & Pollut Control Key Lab Sichuan Prov, Nanchong 637002, Peoples R China China West Normal Univ, Chem Synth & Pollut Control Key Lab Sichuan Prov, Nanchong 637002, Peoples R China

Qin, Dabin
论文数: 0 引用数: 0
h-index: 0
机构:
China West Normal Univ, Chem Synth & Pollut Control Key Lab Sichuan Prov, Nanchong 637002, Peoples R China China West Normal Univ, Chem Synth & Pollut Control Key Lab Sichuan Prov, Nanchong 637002, Peoples R China

Wang, Rongming
论文数: 0 引用数: 0
h-index: 0
机构:
China West Normal Univ, Chem Synth & Pollut Control Key Lab Sichuan Prov, Nanchong 637002, Peoples R China China West Normal Univ, Chem Synth & Pollut Control Key Lab Sichuan Prov, Nanchong 637002, Peoples R China

Jin, Lunqiang
论文数: 0 引用数: 0
h-index: 0
机构:
China West Normal Univ, Chem Synth & Pollut Control Key Lab Sichuan Prov, Nanchong 637002, Peoples R China China West Normal Univ, Chem Synth & Pollut Control Key Lab Sichuan Prov, Nanchong 637002, Peoples R China

Wu, Chaoling
论文数: 0 引用数: 0
h-index: 0
机构:
China West Normal Univ, Chem Synth & Pollut Control Key Lab Sichuan Prov, Nanchong 637002, Peoples R China China West Normal Univ, Chem Synth & Pollut Control Key Lab Sichuan Prov, Nanchong 637002, Peoples R China

Yin, Mingxing
论文数: 0 引用数: 0
h-index: 0
机构:
China West Normal Univ, Chem Synth & Pollut Control Key Lab Sichuan Prov, Nanchong 637002, Peoples R China China West Normal Univ, Chem Synth & Pollut Control Key Lab Sichuan Prov, Nanchong 637002, Peoples R China