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

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...

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Published in:Organic letters 2021-05, Vol.23 (9), p.3701-3705
Main Authors: Zhang, Shouzhi, Tang, Aijie, Xie, Ruyu, Zhao, Zhiqiang, Yao, Jinzhong, Miao, Maozhong
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cited_by cdi_FETCH-LOGICAL-a411t-e87dd39ae00e21a5eaa2046d90ff99f5ee7b2f6d7d58ab2482fd2597882943a3
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container_issue 9
container_start_page 3701
container_title Organic letters
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creator Zhang, Shouzhi
Tang, Aijie
Xie, Ruyu
Zhao, Zhiqiang
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Miao, Maozhong
description 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.
doi_str_mv 10.1021/acs.orglett.1c01079
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title Gold Catalysis Enabling Furan-Fused Cyclobutenes as a Platform toward Cross Cycloadditions
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