Organic Letters, volume 17, issue 16, pages 4014-4017

One-Pot Catalytic Asymmetric Synthesis of Tetrahydrocarbazoles

Qiong-jie Liu ¹

Wen-Guang Yan ¹

Lijia Wang ¹

X Peter Zhang ²

Yong Tang ¹

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The State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China |

Department of Chemistry, University of South Florida, Tampa, Florida 33620-5250, United States |

Publication type: Journal Article

Publication date: 2015-08-07

American Chemical Society (ACS)

Journal: Organic Letters

Quartile SCImago

Quartile WOS

Impact factor: 5.2

ISSN: 15237060, 15237052

DOI: 10.1021/acs.orglett.5b01909

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Organic Chemistry

Biochemistry

Physical and Theoretical Chemistry

Abstract

A one-pot asymmetric synthesis of 1,2,3,4-tetrahydrocarbazoles has been developed via an enantioselective [3 + 3] annulation of 2-alkynylindoles and donor-acceptor cyclopropanes. In the presence of chiral Lewis acids as catalysts, a series of optically active tetrahydrocarbazoles were furnished in high yields (63-87%) with good to excellent levels of enantioselectivity (up to 94% ee).

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Organic Letters	Organic Letters, 11, 14.67% Organic Letters 11 publications, 14.67%
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Angewandte Chemie	Angewandte Chemie, 4, 5.33% Angewandte Chemie 4 publications, 5.33%
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Asian Journal of Organic Chemistry	Asian Journal of Organic Chemistry, 3, 4% Asian Journal of Organic Chemistry 3 publications, 4%
Organic Chemistry Frontiers	Organic Chemistry Frontiers, 3, 4% Organic Chemistry Frontiers 3 publications, 4%
Advanced Synthesis and Catalysis	Advanced Synthesis and Catalysis, 2, 2.67% Advanced Synthesis and Catalysis 2 publications, 2.67%
Chinese Journal of Chemistry	Chinese Journal of Chemistry, 2, 2.67% Chinese Journal of Chemistry 2 publications, 2.67%
Journal of the American Chemical Society	Journal of the American Chemical Society, 2, 2.67% Journal of the American Chemical Society 2 publications, 2.67%
ACS Catalysis	ACS Catalysis, 2, 2.67% ACS Catalysis 2 publications, 2.67%
Chemical Communications	Chemical Communications, 2, 2.67% Chemical Communications 2 publications, 2.67%
Synlett	Synlett, 2, 2.67% Synlett 2 publications, 2.67%
Acta Chimica Sinica	Acta Chimica Sinica, 1, 1.33% Acta Chimica Sinica 1 publication, 1.33%
RSC Advances	RSC Advances, 1, 1.33% RSC Advances 1 publication, 1.33%
Molecules	Molecules, 1, 1.33% Molecules 1 publication, 1.33%
Optical and Quantum Electronics	Optical and Quantum Electronics, 1, 1.33% Optical and Quantum Electronics 1 publication, 1.33%
Chinese Chemical Letters	Chinese Chemical Letters, 1, 1.33% Chinese Chemical Letters 1 publication, 1.33%
Nature Communications	Nature Communications, 1, 1.33% Nature Communications 1 publication, 1.33%
Tetrahedron Letters	Tetrahedron Letters, 1, 1.33% Tetrahedron Letters 1 publication, 1.33%
ChemInform	ChemInform, 1, 1.33% ChemInform 1 publication, 1.33%
Israel Journal of Chemistry	Israel Journal of Chemistry, 1, 1.33% Israel Journal of Chemistry 1 publication, 1.33%
ChemistrySelect	ChemistrySelect, 1, 1.33% ChemistrySelect 1 publication, 1.33%
Journal of Heterocyclic Chemistry	Journal of Heterocyclic Chemistry, 1, 1.33% Journal of Heterocyclic Chemistry 1 publication, 1.33%
Chemical Reviews	Chemical Reviews, 1, 1.33% Chemical Reviews 1 publication, 1.33%
Green Chemistry	Green Chemistry, 1, 1.33% Green Chemistry 1 publication, 1.33%
Russian Journal of Organic Chemistry	Russian Journal of Organic Chemistry, 1, 1.33% Russian Journal of Organic Chemistry 1 publication, 1.33%
Synthesis	Synthesis, 1, 1.33% Synthesis 1 publication, 1.33%
	2 4 6 8 10 12

Citations by publishers

	5 10 15 20 25
Wiley	Wiley, 25, 33.33% Wiley 25 publications, 33.33%
American Chemical Society (ACS)	American Chemical Society (ACS), 22, 29.33% American Chemical Society (ACS) 22 publications, 29.33%
Royal Society of Chemistry (RSC)	Royal Society of Chemistry (RSC), 12, 16% Royal Society of Chemistry (RSC) 12 publications, 16%
Elsevier	Elsevier, 5, 6.67% Elsevier 5 publications, 6.67%
Thieme	Thieme, 3, 4% Thieme 3 publications, 4%
Springer Nature	Springer Nature, 2, 2.67% Springer Nature 2 publications, 2.67%
Shanghai Institute of Organic Chemistry	Shanghai Institute of Organic Chemistry, 1, 1.33% Shanghai Institute of Organic Chemistry 1 publication, 1.33%
Multidisciplinary Digital Publishing Institute (MDPI)	Multidisciplinary Digital Publishing Institute (MDPI), 1, 1.33% Multidisciplinary Digital Publishing Institute (MDPI) 1 publication, 1.33%
Pleiades Publishing	Pleiades Publishing, 1, 1.33% Pleiades Publishing 1 publication, 1.33%
Oxford University Press	Oxford University Press, 1, 1.33% Oxford University Press 1 publication, 1.33%
Ivanovo State University of Chemistry and Technology	Ivanovo State University of Chemistry and Technology, 1, 1.33% Ivanovo State University of Chemistry and Technology 1 publication, 1.33%
Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii	Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii, 1, 1.33% Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii 1 publication, 1.33%
	5 10 15 20 25

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GOST Copy

Liu Q. et al. One-Pot Catalytic Asymmetric Synthesis of Tetrahydrocarbazoles // Organic Letters. 2015. Vol. 17. No. 16. pp. 4014-4017.

GOST all authors (up to 50) Copy

Liu Q., Yan W., Wang L., Zhang X. P., Tang Y. One-Pot Catalytic Asymmetric Synthesis of Tetrahydrocarbazoles // Organic Letters. 2015. Vol. 17. No. 16. pp. 4014-4017.

RIS |

Cite this

RIS Copy

TY - JOUR

DO - 10.1021/acs.orglett.5b01909

UR - https://doi.org/10.1021/acs.orglett.5b01909

TI - One-Pot Catalytic Asymmetric Synthesis of Tetrahydrocarbazoles

T2 - Organic Letters

AU - Liu, Qiong-jie

AU - Yan, Wen-Guang

AU - Wang, Lijia

AU - Zhang, X Peter

AU - Tang, Yong

PY - 2015

DA - 2015/08/07 00:00:00

PB - American Chemical Society (ACS)

SP - 4014-4017

IS - 16

VL - 17

SN - 1523-7060

SN - 1523-7052

ER -

BibTex |

Cite this

BibTex Copy

@article{2015_Liu,

author = {Qiong-jie Liu and Wen-Guang Yan and Lijia Wang and X Peter Zhang and Yong Tang},

title = {One-Pot Catalytic Asymmetric Synthesis of Tetrahydrocarbazoles},

journal = {Organic Letters},

year = {2015},

volume = {17},

publisher = {American Chemical Society (ACS)},

month = {aug},

url = {https://doi.org/10.1021/acs.orglett.5b01909},

number = {16},

pages = {4014--4017},

doi = {10.1021/acs.orglett.5b01909}

}

MLA

Cite this

MLA Copy

Liu, Qiong-jie, et al. “One-Pot Catalytic Asymmetric Synthesis of Tetrahydrocarbazoles.” Organic Letters, vol. 17, no. 16, Aug. 2015, pp. 4014-4017. https://doi.org/10.1021/acs.orglett.5b01909.

Found error?

Publisher

American Chemical Society (ACS)

Journal

Organic Letters

Quartile SCImago

Quartile WOS

Impact factor

5.2

ISSN

15237060 (Print)
15237052 (Electronic)