Organic Letters

, volume 22 , issue 5 , pages 1903-1907

Diastereoselective Synthesis of Cycloheptannelated Indoles via Lewis-Acid-Catalyzed (4 + 3)-Cyclization of Donor–Acceptor Cyclopropanes

Bao Qiong Li ¹

Zong Wang Qiu ¹

Ai-Jun Ma ¹

Jin-Bao Peng ¹

Na Feng ¹

Ji Yuan Du ²

Han-Peng Pan ¹

Xiang-Zhi Zhang ¹

Xuetao Xu ¹

Hide authors affiliations Show authors affiliations: 2 affiliations

School of Biotechnology and Health Sciences, Wuyi University, Jiangmen, Guangdong 529020, P. R. China |

College of Chemistry and Chemical Engineering, Liaocheng University, Liaocheng, Shandong 252059, P. R. China |

Publication type: Journal Article

Publication date: 2020-02-17

American Chemical Society (ACS)

Organic Letters

scimago Q1

wos Q1

SJR: 1.235

CiteScore: 8.7

Impact factor: 5.0

ISSN: 15237060, 15237052

DOI: 10.1021/acs.orglett.0c00248

Copy DOI

PubMed ID: 32065751

Organic Chemistry

Biochemistry

Physical and Theoretical Chemistry

Abstract

An efficient and straightforward Lewis-acid-mediated stereoselective (4 + 3)-cyclization of indole-substituted alkylidene malonates and donor-acceptor cyclopropanes has been developed involving the Friedel-Crafts/Michael addition cyclization cascade. This reaction provides a mild and effective method for the construction of synthetically and structurally interesting functionalized cycloheptannelated indoles.

Found

2 citations

Potapov Konstantin

🥼

21 publications, 146 citations

h-index: 6

Engelhardt Institute of Molecular Biology of the Russian Academy of Sciences

N.D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences

1 citation

Mikhaylov Alexey

PhD in Chemistry

61 publications, 1 397 citations

h-index: 21

Kurnakov Institute of General and Inorganic Chemistry of the Russian Academy of Sciences

Research interests

Coordination Chemistry

Inorganic Chemistry

Lithium-ion batteries

Metal-ion batteries

Nanotechnology

Sodium-ion batteries

1 citation

Dorovatovskii Pavel

340 publications, 3 973 citations

h-index: 28

National Research Centre "Kurchatov Institute"

1 citation

Andreev Ivan

PhD in Chemistry

41 publications, 495 citations, 10 reviews

h-index: 12

Peoples' Friendship University of Russia

Dmitry Rogachev National Research Center of Pediatric Hematology, Oncology and Immunology

N.D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences

1 citation

Borisova Irina

🥼 🤝

PhD in Chemistry

7 publications, 46 citations

h-index: 5

Samara State Technical University

N.D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences

Research interests

Chemistry

Chemistry of heterocycles

Dyes (Dyes)

Organic and Medicinal Chemistry

1 citation

Ratova Daryya-mariya

3 publications, 21 citations

h-index: 3

Lomonosov Moscow State University

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GOST |

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GOST Copy

Li B. Q. et al. Diastereoselective Synthesis of Cycloheptannelated Indoles via Lewis-Acid-Catalyzed (4 + 3)-Cyclization of Donor–Acceptor Cyclopropanes // Organic Letters. 2020. Vol. 22. No. 5. pp. 1903-1907.

GOST all authors (up to 50) Copy

Li B. Q., Qiu Z. W., Ma A., Peng J., Feng N., Du J. Y., Pan H., Zhang X., Xu X. Diastereoselective Synthesis of Cycloheptannelated Indoles via Lewis-Acid-Catalyzed (4 + 3)-Cyclization of Donor–Acceptor Cyclopropanes // Organic Letters. 2020. Vol. 22. No. 5. pp. 1903-1907.

RIS |

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RIS Copy

TY - JOUR

DO - 10.1021/acs.orglett.0c00248

UR - https://doi.org/10.1021/acs.orglett.0c00248

TI - Diastereoselective Synthesis of Cycloheptannelated Indoles via Lewis-Acid-Catalyzed (4 + 3)-Cyclization of Donor–Acceptor Cyclopropanes

T2 - Organic Letters

AU - Li, Bao Qiong

AU - Qiu, Zong Wang

AU - Ma, Ai-Jun

AU - Peng, Jin-Bao

AU - Feng, Na

AU - Du, Ji Yuan

AU - Pan, Han-Peng

AU - Zhang, Xiang-Zhi

AU - Xu, Xuetao

PY - 2020

DA - 2020/02/17

PB - American Chemical Society (ACS)

SP - 1903-1907

IS - 5

VL - 22

PMID - 32065751

SN - 1523-7060

SN - 1523-7052

ER -

BibTex |

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BibTex (up to 50 authors) Copy

@article{2020_Li,

author = {Bao Qiong Li and Zong Wang Qiu and Ai-Jun Ma and Jin-Bao Peng and Na Feng and Ji Yuan Du and Han-Peng Pan and Xiang-Zhi Zhang and Xuetao Xu},

title = {Diastereoselective Synthesis of Cycloheptannelated Indoles via Lewis-Acid-Catalyzed (4 + 3)-Cyclization of Donor–Acceptor Cyclopropanes},

journal = {Organic Letters},

year = {2020},

volume = {22},

publisher = {American Chemical Society (ACS)},

month = {feb},

url = {https://doi.org/10.1021/acs.orglett.0c00248},

number = {5},

pages = {1903--1907},

doi = {10.1021/acs.orglett.0c00248}

}

MLA

Cite this

MLA Copy

Li, Bao Qiong, et al. “Diastereoselective Synthesis of Cycloheptannelated Indoles via Lewis-Acid-Catalyzed (4 + 3)-Cyclization of Donor–Acceptor Cyclopropanes.” Organic Letters, vol. 22, no. 5, Feb. 2020, pp. 1903-1907. https://doi.org/10.1021/acs.orglett.0c00248.

Publisher

American Chemical Society (ACS)

Journal

Organic Letters

scimago Q1

wos Q1

SJR

1.235

CiteScore

8.7

Impact factor

5.0

ISSN

15237060 (Print)

15237052 (Electronic)