共 70 条
Gold-catalyzed intermolecular tandem cyclization/[4+3] cycloaddition of 2-(1-alkynyl)-cyclopropyl pyridines with nitrones: an efficient strategy for the synthesis of [1,2]oxazepino[5,4-a] indolizines
被引:1
作者:

Rao, Fucai
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机构:
Yichun Univ, Coll Chem & Bioengn, Yichun 336000, Peoples R China Yichun Univ, Coll Chem & Bioengn, Yichun 336000, Peoples R China

Cheng, Meng
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Yichun Univ, Coll Chem & Bioengn, Yichun 336000, Peoples R China Yichun Univ, Coll Chem & Bioengn, Yichun 336000, Peoples R China

Hu, Zhiwei
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Yichun Univ, Coll Chem & Bioengn, Yichun 336000, Peoples R China Yichun Univ, Coll Chem & Bioengn, Yichun 336000, Peoples R China

Chen, Xinyi
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h-index: 0
机构:
Yichun Univ, Coll Chem & Bioengn, Yichun 336000, Peoples R China Yichun Univ, Coll Chem & Bioengn, Yichun 336000, Peoples R China

Zhao, Suyang
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h-index: 0
机构:
Yichun Univ, Coll Chem & Bioengn, Yichun 336000, Peoples R China Yichun Univ, Coll Chem & Bioengn, Yichun 336000, Peoples R China

Chen, Zuliang
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h-index: 0
机构:
Yichun Univ, Coll Chem & Bioengn, Yichun 336000, Peoples R China
Yichun Univ, Key Lab Jiangxi Univ Appl Chem & Chem Biol, Yichun 336000, Peoples R China Yichun Univ, Coll Chem & Bioengn, Yichun 336000, Peoples R China
机构:
[1] Yichun Univ, Coll Chem & Bioengn, Yichun 336000, Peoples R China
[2] Yichun Univ, Key Lab Jiangxi Univ Appl Chem & Chem Biol, Yichun 336000, Peoples R China
来源:
ORGANIC CHEMISTRY FRONTIERS
|
2024年
/
11卷
/
13期
基金:
中国国家自然科学基金;
关键词:
1,3-DIPOLAR CYCLOADDITION;
1-(1-ALKYNYL)CYCLOPROPYL KETONES;
MODULAR ENTRY;
CYCLIZATION;
2-(2-ENYNYL)PYRIDINES;
CYCLOBUTANES;
DERIVATIVES;
DISCOVERY;
PYRROLES;
ACCESS;
D O I:
10.1039/d4qo00580e
中图分类号:
O62 [有机化学];
学科分类号:
070303 ;
081704 ;
摘要:
A new and efficient approach is described for the diastereoselective synthesis of [1,2]oxazepino[5,4-a] indolizines via a gold-catalyzed [4 + 3] cycloaddition reaction of 2-(1-alkynyl)-cyclopropyl pyridine with nitrones. This methodology has great potential to construct seven-membered heterocycle-fused indolizine scaffolds from simple building blocks. Based on our preliminary results, a probable mechanism for this reaction pathway has been proposed.
引用
收藏
页码:3685 / 3691
页数:7
相关论文
共 70 条
[1]
Directed Metalation of 1-Ester-Substituted Indolizines: Base/Electrophile-Controlled Regioselective Functionalization
[J].
Amaral, Monica F. Z. J.
;
Baumgartner, Amanda A.
;
Vessecchi, Ricardo
;
Clososki, Giuliano C.
.
ORGANIC LETTERS,
2015, 17 (02)
:238-241

Amaral, Monica F. Z. J.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Sao Paulo, Nucleo Pesquisas Prod Nat & Sintet, Fac Ciencias Farmaceut Ribeirao Preto, BR-14040903 Ribeirao Preto, SP, Brazil Univ Sao Paulo, Nucleo Pesquisas Prod Nat & Sintet, Fac Ciencias Farmaceut Ribeirao Preto, BR-14040903 Ribeirao Preto, SP, Brazil

Baumgartner, Amanda A.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Sao Paulo, Nucleo Pesquisas Prod Nat & Sintet, Fac Ciencias Farmaceut Ribeirao Preto, BR-14040903 Ribeirao Preto, SP, Brazil Univ Sao Paulo, Nucleo Pesquisas Prod Nat & Sintet, Fac Ciencias Farmaceut Ribeirao Preto, BR-14040903 Ribeirao Preto, SP, Brazil

Vessecchi, Ricardo
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Sao Paulo, Dept Quim, Fac Filosofia Ciencias & Letras Ribeirao Preto, BR-14040901 Ribeirao Preto, SP, Brazil Univ Sao Paulo, Nucleo Pesquisas Prod Nat & Sintet, Fac Ciencias Farmaceut Ribeirao Preto, BR-14040903 Ribeirao Preto, SP, Brazil

Clososki, Giuliano C.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Sao Paulo, Nucleo Pesquisas Prod Nat & Sintet, Fac Ciencias Farmaceut Ribeirao Preto, BR-14040903 Ribeirao Preto, SP, Brazil Univ Sao Paulo, Nucleo Pesquisas Prod Nat & Sintet, Fac Ciencias Farmaceut Ribeirao Preto, BR-14040903 Ribeirao Preto, SP, Brazil
[2]
Synthesis of Ester-Substituted Indolizines from 2-Propargyloxypyridines and 1,3-Dicarbonyls
[J].
Anderson, Carolyn E.
;
Bos, Haleigh I.
;
Dreher, Daniel M.
;
Hartgerink, Colin T.
;
Scholtens, Chase J.
;
Staples, Richard J.
.
JOURNAL OF ORGANIC CHEMISTRY,
2022, 87 (15)
:10241-10249

Anderson, Carolyn E.
论文数: 0 引用数: 0
h-index: 0
机构:
Calvin Univ, Dept Chem & Biochem, Grand Rapids, MI 49546 USA Calvin Univ, Dept Chem & Biochem, Grand Rapids, MI 49546 USA

Bos, Haleigh I.
论文数: 0 引用数: 0
h-index: 0
机构:
Calvin Univ, Dept Chem & Biochem, Grand Rapids, MI 49546 USA Calvin Univ, Dept Chem & Biochem, Grand Rapids, MI 49546 USA

Dreher, Daniel M.
论文数: 0 引用数: 0
h-index: 0
机构:
Calvin Univ, Dept Chem & Biochem, Grand Rapids, MI 49546 USA Calvin Univ, Dept Chem & Biochem, Grand Rapids, MI 49546 USA

Hartgerink, Colin T.
论文数: 0 引用数: 0
h-index: 0
机构:
Calvin Univ, Dept Chem & Biochem, Grand Rapids, MI 49546 USA Calvin Univ, Dept Chem & Biochem, Grand Rapids, MI 49546 USA

Scholtens, Chase J.
论文数: 0 引用数: 0
h-index: 0
机构:
Calvin Univ, Dept Chem & Biochem, Grand Rapids, MI 49546 USA Calvin Univ, Dept Chem & Biochem, Grand Rapids, MI 49546 USA

Staples, Richard J.
论文数: 0 引用数: 0
h-index: 0
机构:
Michigan State Univ, Ctr Crystallog Res, Dept Chem, E Lansing, MI 48824 USA Calvin Univ, Dept Chem & Biochem, Grand Rapids, MI 49546 USA
[3]
Lewis Acid Catalyzed Intramolecular [4+2] and [3+2] Cross-Cycloaddition of Alkynylcyclopropane Ketones with Carbonyl Compounds and Imines
[J].
Bai, Yu
;
Tao, Weijie
;
Ren, Jun
;
Wang, Zhongwen
.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
2012, 51 (17)
:4112-4116

Bai, Yu
论文数: 0 引用数: 0
h-index: 0
机构:
Nankai Univ, State Key Lab Elemento Organ Chem, Inst Elemento Organ Chem, Tianjin 300071, Peoples R China Nankai Univ, State Key Lab Elemento Organ Chem, Inst Elemento Organ Chem, Tianjin 300071, Peoples R China

Tao, Weijie
论文数: 0 引用数: 0
h-index: 0
机构:
Nankai Univ, State Key Lab Elemento Organ Chem, Inst Elemento Organ Chem, Tianjin 300071, Peoples R China Nankai Univ, State Key Lab Elemento Organ Chem, Inst Elemento Organ Chem, Tianjin 300071, Peoples R China

Ren, Jun
论文数: 0 引用数: 0
h-index: 0
机构:
Nankai Univ, State Key Lab Elemento Organ Chem, Inst Elemento Organ Chem, Tianjin 300071, Peoples R China Nankai Univ, State Key Lab Elemento Organ Chem, Inst Elemento Organ Chem, Tianjin 300071, Peoples R China

Wang, Zhongwen
论文数: 0 引用数: 0
h-index: 0
机构:
Nankai Univ, State Key Lab Elemento Organ Chem, Inst Elemento Organ Chem, Tianjin 300071, Peoples R China Nankai Univ, State Key Lab Elemento Organ Chem, Inst Elemento Organ Chem, Tianjin 300071, Peoples R China
[4]
Highly Diastereoselective Gold- or Copper-Catalyzed Formal [4+3] Cycloaddition of 1-(1-Alkynyl) Cyclopropyl Ketones and Nitrones
[J].
Bai, Yu
;
Fang, Jie
;
Ren, Jun
;
Wang, Zhongwen
.
CHEMISTRY-A EUROPEAN JOURNAL,
2009, 15 (36)
:8975-8978

Bai, Yu
论文数: 0 引用数: 0
h-index: 0
机构:
Nankai Univ, Inst Elementoorgan Chem, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China Nankai Univ, Inst Elementoorgan Chem, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China

Fang, Jie
论文数: 0 引用数: 0
h-index: 0
机构:
Nankai Univ, Inst Elementoorgan Chem, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China Nankai Univ, Inst Elementoorgan Chem, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China

Ren, Jun
论文数: 0 引用数: 0
h-index: 0
机构:
Nankai Univ, Inst Elementoorgan Chem, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China Nankai Univ, Inst Elementoorgan Chem, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China

Wang, Zhongwen
论文数: 0 引用数: 0
h-index: 0
机构:
Nankai Univ, Inst Elementoorgan Chem, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China Nankai Univ, Inst Elementoorgan Chem, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China
[5]
SYNTHESES OF PYRROCOLINES UNSUBSTITUTED IN THE 5-MEMBERED RING
[J].
BOEKELHEIDE, V
;
WINDGASSEN, RJ
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1959, 81 (06)
:1456-1459

BOEKELHEIDE, V
论文数: 0 引用数: 0
h-index: 0

WINDGASSEN, RJ
论文数: 0 引用数: 0
h-index: 0
[6]
Synthesis of 2-Aminoindolizines by 1,3-Dipolar Cycloaddition of Pyridinium Ylides with Electron-Deficient Ynamides
[J].
Brioche, Julien
;
Meyer, Christophe
;
Cossy, Janine
.
ORGANIC LETTERS,
2015, 17 (11)
:2800-2803

Brioche, Julien
论文数: 0 引用数: 0
h-index: 0
机构:
PSL Res Univ, Lab Chim Organ, Inst Chem Biol & Innovat CBI, ESPCI ParisTech,CNRS UMR8231, F-75231 Paris 05, France PSL Res Univ, Lab Chim Organ, Inst Chem Biol & Innovat CBI, ESPCI ParisTech,CNRS UMR8231, F-75231 Paris 05, France

Meyer, Christophe
论文数: 0 引用数: 0
h-index: 0
机构:
PSL Res Univ, Lab Chim Organ, Inst Chem Biol & Innovat CBI, ESPCI ParisTech,CNRS UMR8231, F-75231 Paris 05, France PSL Res Univ, Lab Chim Organ, Inst Chem Biol & Innovat CBI, ESPCI ParisTech,CNRS UMR8231, F-75231 Paris 05, France

Cossy, Janine
论文数: 0 引用数: 0
h-index: 0
机构:
PSL Res Univ, Lab Chim Organ, Inst Chem Biol & Innovat CBI, ESPCI ParisTech,CNRS UMR8231, F-75231 Paris 05, France PSL Res Univ, Lab Chim Organ, Inst Chem Biol & Innovat CBI, ESPCI ParisTech,CNRS UMR8231, F-75231 Paris 05, France
[7]
Catalyst-Dependent Divergent Synthesis of Pyrroles from 3-Alkynyl Imine Derivatives: A Noncarbonylative and Carbonylative Approach
[J].
Chen, Gen-Qiang
;
Zhang, Xiao-Nan
;
Wei, Yin
;
Tang, Xiang-Ying
;
Shi, Min
.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
2014, 53 (32)
:8492-8497

Chen, Gen-Qiang
论文数: 0 引用数: 0
h-index: 0
机构:
Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China

Zhang, Xiao-Nan
论文数: 0 引用数: 0
h-index: 0
机构:
Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China

Wei, Yin
论文数: 0 引用数: 0
h-index: 0
机构:
Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China

Tang, Xiang-Ying
论文数: 0 引用数: 0
h-index: 0
机构:
Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China

Shi, Min
论文数: 0 引用数: 0
h-index: 0
机构:
Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
[8]
Recent Advances in Cycloaddition Reactions of Donor-Acceptor Aziridines via Carbon-Carbon Bond Cleavage
[J].
Chen Zuliang
;
Wei Yingjing
;
Zhang Junliang
.
CHINESE JOURNAL OF ORGANIC CHEMISTRY,
2023, 43 (09)
:3078-3088

Chen Zuliang
论文数: 0 引用数: 0
h-index: 0
机构:
Yichun Univ, Coll Chem & Bioengn, Yichun 333600, Jiangxi, Peoples R China Yichun Univ, Coll Chem & Bioengn, Yichun 333600, Jiangxi, Peoples R China

Wei Yingjing
论文数: 0 引用数: 0
h-index: 0
机构:
Yichun Univ, Coll Chem & Bioengn, Yichun 333600, Jiangxi, Peoples R China Yichun Univ, Coll Chem & Bioengn, Yichun 333600, Jiangxi, Peoples R China

Zhang Junliang
论文数: 0 引用数: 0
h-index: 0
机构:
Fudan Univ, Dept Chem, Shanghai 200438, Peoples R China Yichun Univ, Coll Chem & Bioengn, Yichun 333600, Jiangxi, Peoples R China
[9]
Lewis acid-catalyzed [4+2] cycloaddition of donoracceptor cyclobutanes with iminooxindoles: access to spiro[piperidine-3,2'-oxindoles]
[J].
Chen, Zuliang
;
Yan, Keyi
;
Luo, Hui
;
Yan, Jun
;
Zeng, Yang
.
RSC ADVANCES,
2022, 12 (49)
:32097-32101

Chen, Zuliang
论文数: 0 引用数: 0
h-index: 0
机构:
Yichun Univ, Coll Chem & Bioengn, Yichun 336000, Peoples R China
Yichun Univ, Key Lab Jiangxi Univ Appl Chem & Chem Biol, Yichun 336000, Peoples R China Yichun Univ, Coll Chem & Bioengn, Yichun 336000, Peoples R China

Yan, Keyi
论文数: 0 引用数: 0
h-index: 0
机构:
Yichun Univ, Coll Chem & Bioengn, Yichun 336000, Peoples R China Yichun Univ, Coll Chem & Bioengn, Yichun 336000, Peoples R China

Luo, Hui
论文数: 0 引用数: 0
h-index: 0
机构:
Yichun Univ, Coll Chem & Bioengn, Yichun 336000, Peoples R China Yichun Univ, Coll Chem & Bioengn, Yichun 336000, Peoples R China

Yan, Jun
论文数: 0 引用数: 0
h-index: 0
机构:
Yichun Univ, Coll Chem & Bioengn, Yichun 336000, Peoples R China Yichun Univ, Coll Chem & Bioengn, Yichun 336000, Peoples R China

Zeng, Yang
论文数: 0 引用数: 0
h-index: 0
机构:
Yichun Univ, Coll Chem & Bioengn, Yichun 336000, Peoples R China Yichun Univ, Coll Chem & Bioengn, Yichun 336000, Peoples R China
[10]
Synthesis of indolizines from pyridinium 1,4-zwitterionic thiolates and α-functionalized bromoalkanes via a stepwise [(5+1)-1] pathway
[J].
Cheng, Bin
;
Zhang, Xinping
;
Li, Yuntong
;
Li, Hui
;
He, Yixuan
;
Li, Yun
;
Wang, Taimin
;
Zhai, Hongbin
.
CHEMICAL COMMUNICATIONS,
2020, 56 (60)
:8396-8399

Cheng, Bin
论文数: 0 引用数: 0
h-index: 0
机构:
Shenzhen Polytech, Inst Marine Biomed, Shenzhen 518055, Peoples R China
Lanzhou Univ, Coll Chem & Chem Engn, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China Shenzhen Polytech, Inst Marine Biomed, Shenzhen 518055, Peoples R China

Zhang, Xinping
论文数: 0 引用数: 0
h-index: 0
机构:
Shenzhen Polytech, Inst Marine Biomed, Shenzhen 518055, Peoples R China
Lanzhou Univ, Coll Chem & Chem Engn, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China Shenzhen Polytech, Inst Marine Biomed, Shenzhen 518055, Peoples R China

Li, Yuntong
论文数: 0 引用数: 0
h-index: 0
机构:
Lanzhou Univ, Coll Chem & Chem Engn, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China Shenzhen Polytech, Inst Marine Biomed, Shenzhen 518055, Peoples R China

Li, Hui
论文数: 0 引用数: 0
h-index: 0
机构:
Shenzhen Polytech, Inst Marine Biomed, Shenzhen 518055, Peoples R China
Lanzhou Univ, Coll Chem & Chem Engn, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China Shenzhen Polytech, Inst Marine Biomed, Shenzhen 518055, Peoples R China

He, Yixuan
论文数: 0 引用数: 0
h-index: 0
机构:
Shenzhen Polytech, Inst Marine Biomed, Shenzhen 518055, Peoples R China
Lanzhou Univ, Coll Chem & Chem Engn, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China Shenzhen Polytech, Inst Marine Biomed, Shenzhen 518055, Peoples R China

Li, Yun
论文数: 0 引用数: 0
h-index: 0
机构:
Lanzhou Univ, Coll Chem & Chem Engn, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China Shenzhen Polytech, Inst Marine Biomed, Shenzhen 518055, Peoples R China

Wang, Taimin
论文数: 0 引用数: 0
h-index: 0
机构:
Shenzhen Polytech, Inst Marine Biomed, Shenzhen 518055, Peoples R China Shenzhen Polytech, Inst Marine Biomed, Shenzhen 518055, Peoples R China

Zhai, Hongbin
论文数: 0 引用数: 0
h-index: 0
机构:
Shenzhen Polytech, Inst Marine Biomed, Shenzhen 518055, Peoples R China
Lanzhou Univ, Coll Chem & Chem Engn, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China
Peking Univ, Shenzhen Grad Sch, Shenzhen Engn Lab Nano Drug Slow Release, State Key Lab Chem Oncogen, Shenzhen 518055, Peoples R China Shenzhen Polytech, Inst Marine Biomed, Shenzhen 518055, Peoples R China