Organic Letters, volume 23, issue 9, pages 3701-3705

Gold Catalysis Enabling Furan-Fused Cyclobutenes as a Platform toward Cross Cycloadditions

Shouzhi Zhang ¹

Aijie Tang ¹

Ruyu Xie ¹

Zhiqiang Zhao ¹

Jinzhong Yao ²

Maozhong Miao ¹

Hide authors affiliations Show authors affiliations: 2 affiliations

Department of Chemistry, Key Laboratory of Surface & Interface Science of Polymer Materials of Zhejiang Province, Zhejiang Sci-Tech University, Hangzhou, Zhejiang 310018, P. R. China |

College of Biological, Chemical Sciences and Engineering, Jiaxing University, Jiaxing 314001, People’s Republic of China |

Publication type: Journal Article

Publication date: 2021-04-27

American Chemical Society (ACS)

Journal: Organic Letters

SJR: 1.245

CiteScore: 9.3

Impact factor: 4.9

ISSN: 15237060, 15237052

DOI: 10.1021/acs.orglett.1c01079

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Organic Chemistry

Biochemistry

Physical and Theoretical Chemistry

Abstract

The inherently strained furan-fused cyclobutenes, in situ generated via cycloisomerizations of allenyl ketones bearing cyclopropyl moiety under gold catalysis, have been utilized as reactive building blocks toward cross cycloadditions. The [4 + 2] and [3 + 2] annulations of these species with benzo[c]isoxazoles and N-iminoquinazolinium ylides furnish various three-dimensional cyclobutane-bridged polyheterocycles in good yields. A wide range of typically electron-deficient 1,3-dienes, heterodienes, and 1,3-dipoles can trap furan-fused cyclobutenes to afford several polycyclic architectures.

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GOST |

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GOST Copy

Zhang S. et al. Gold Catalysis Enabling Furan-Fused Cyclobutenes as a Platform toward Cross Cycloadditions // Organic Letters. 2021. Vol. 23. No. 9. pp. 3701-3705.

GOST all authors (up to 50) Copy

Zhang S., Tang A., Xie R., Zhao Z., Yao J., Miao M. Gold Catalysis Enabling Furan-Fused Cyclobutenes as a Platform toward Cross Cycloadditions // Organic Letters. 2021. Vol. 23. No. 9. pp. 3701-3705.

RIS |

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RIS Copy

TY - JOUR

DO - 10.1021/acs.orglett.1c01079

UR - https://doi.org/10.1021/acs.orglett.1c01079

TI - Gold Catalysis Enabling Furan-Fused Cyclobutenes as a Platform toward Cross Cycloadditions

T2 - Organic Letters

AU - Zhang, Shouzhi

AU - Tang, Aijie

AU - Xie, Ruyu

AU - Zhao, Zhiqiang

AU - Yao, Jinzhong

AU - Miao, Maozhong

PY - 2021

DA - 2021/04/27

PB - American Chemical Society (ACS)

SP - 3701-3705

IS - 9

VL - 23

SN - 1523-7060

SN - 1523-7052

ER -

BibTex |

Cite this

BibTex (up to 50 authors) Copy

@article{2021_Zhang,

author = {Shouzhi Zhang and Aijie Tang and Ruyu Xie and Zhiqiang Zhao and Jinzhong Yao and Maozhong Miao},

title = {Gold Catalysis Enabling Furan-Fused Cyclobutenes as a Platform toward Cross Cycloadditions},

journal = {Organic Letters},

year = {2021},

volume = {23},

publisher = {American Chemical Society (ACS)},

month = {apr},

url = {https://doi.org/10.1021/acs.orglett.1c01079},

number = {9},

pages = {3701--3705},

doi = {10.1021/acs.orglett.1c01079}

}

MLA

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MLA Copy

Zhang, Shouzhi, et al. “Gold Catalysis Enabling Furan-Fused Cyclobutenes as a Platform toward Cross Cycloadditions.” Organic Letters, vol. 23, no. 9, Apr. 2021, pp. 3701-3705. https://doi.org/10.1021/acs.orglett.1c01079.

Found error?

Publisher

American Chemical Society (ACS)

Journal

Organic Letters

SJR

1.245

CiteScore

9.3

Impact factor

4.9

ISSN

15237060 (Print)

15237052 (Electronic)