ACS Catalysis, volume 6, issue 2, pages 526-531

Iron- or Copper-Catalyzed Trifluoromethylation of Acrylamide-Tethered Alkylidenecyclopropanes: Facile Synthesis of CF₃-Containing Polycyclic Benzazepine Derivatives

Liu Zhu Yu ¹

Qin Xu ¹

Xiang Yiang Tang ²

Min Shi ^{1, 2}

Hide authors affiliations Show authors affiliations: 2 affiliations

Key Laboratory for Advanced Materials and Institute of Fine Chemicals, School of Chemistry & Molecular Engineering, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, People’s Republic of China |

State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, People’s Republic of China |

Publication type: Journal Article

Publication date: 2015-12-21

American Chemical Society (ACS)

Journal: ACS Catalysis

Quartile SCImago

Quartile WOS

Impact factor: 12.9

ISSN: 21555435, 21555435

DOI: 10.1021/acscatal.5b02400

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General Chemistry

Catalysis

Abstract

A novel iron- or copper-catalyzed trifluoromethylation of acrylamide-tethered alkylidenecyclopropanes with Togni reagent II to construct CF3-containing tetracyclic benzazepine derivatives under mild and convenient conditions has been disclosed. The chemoselective addition of in situ generated trifluoromethyl radical onto the activated alkenes triggers the reaction followed by a ring-opening process of alkylidenecyclopropanes, leading to the formation of two types of CF3-containing tetracyclic benzazepine derivatives in moderate to good yields, respectively, with excellent functional group tolerance.

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Citations by publishers

	5 10 15 20 25 30 35 40
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Asian Journal of Chemistry	Asian Journal of Chemistry, 1, 1.04% Asian Journal of Chemistry 1 publication, 1.04%
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	5 10 15 20 25 30 35 40

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Yu L. Z. et al. Iron- or Copper-Catalyzed Trifluoromethylation of Acrylamide-Tethered Alkylidenecyclopropanes: Facile Synthesis of CF3-Containing Polycyclic Benzazepine Derivatives // ACS Catalysis. 2015. Vol. 6. No. 2. pp. 526-531.

GOST all authors (up to 50) Copy

Yu L. Z., Xu Q., Tang X. Y., Shi M. Iron- or Copper-Catalyzed Trifluoromethylation of Acrylamide-Tethered Alkylidenecyclopropanes: Facile Synthesis of CF3-Containing Polycyclic Benzazepine Derivatives // ACS Catalysis. 2015. Vol. 6. No. 2. pp. 526-531.

RIS |

Cite this

RIS Copy

TY - JOUR

DO - 10.1021/acscatal.5b02400

UR - https://doi.org/10.1021/acscatal.5b02400

TI - Iron- or Copper-Catalyzed Trifluoromethylation of Acrylamide-Tethered Alkylidenecyclopropanes: Facile Synthesis of CF3-Containing Polycyclic Benzazepine Derivatives

T2 - ACS Catalysis

AU - Yu, Liu Zhu

AU - Xu, Qin

AU - Tang, Xiang Yiang

AU - Shi, Min

PY - 2015

DA - 2015/12/21 00:00:00

PB - American Chemical Society (ACS)

SP - 526-531

IS - 2

VL - 6

SN - 2155-5435

ER -

BibTex |

Cite this

BibTex Copy

@article{2015_Yu,

author = {Liu Zhu Yu and Qin Xu and Xiang Yiang Tang and Min Shi},

title = {Iron- or Copper-Catalyzed Trifluoromethylation of Acrylamide-Tethered Alkylidenecyclopropanes: Facile Synthesis of CF3-Containing Polycyclic Benzazepine Derivatives},

journal = {ACS Catalysis},

year = {2015},

volume = {6},

publisher = {American Chemical Society (ACS)},

month = {dec},

url = {https://doi.org/10.1021/acscatal.5b02400},

number = {2},

pages = {526--531},

doi = {10.1021/acscatal.5b02400}

}

MLA

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MLA Copy

Yu., Liu Zhu, et al. “Iron- or Copper-Catalyzed Trifluoromethylation of Acrylamide-Tethered Alkylidenecyclopropanes: Facile Synthesis of CF3-Containing Polycyclic Benzazepine Derivatives.” ACS Catalysis, vol. 6, no. 2, Dec. 2015, pp. 526-531. https://doi.org/10.1021/acscatal.5b02400.

Found error?

Publisher

American Chemical Society (ACS)

Journal

ACS Catalysis

Quartile SCImago

Quartile WOS

Impact factor

12.9

ISSN

21555435 (Electronic)
21555435 (Print)