详细信息

Access to spiro-bicyclo[2.1.1]hexanes via BF3Et2O-catalyzed formal [2π+2σ] cycloaddition of bicyclo[1.1.0]butanes with benzofuran-derived oxa(aza)dienes  ( SCI-EXPANDED收录)  

文献类型:期刊文献

英文题名:Access to spiro-bicyclo[2.1.1]hexanes via BF3Et2O-catalyzed formal [2π+2σ] cycloaddition of bicyclo[1.1.0]butanes with benzofuran-derived oxa(aza)dienes

作者:Su, Jia-Yi[1];Zhang, Jian[2];Xin, Zhi-Yun[2];Li, Hao[1];Zheng, Hanliang[2];Deng, Wei-Ping[2]

机构:[1]East China Univ Sci & Technol, Sch Pharm, Shanghai Key Lab New Drug Design, State Key Lab Bioreactor Engn, 130 Meilong Rd, Shanghai 200237, Peoples R China;[2]Zhejiang Normal Univ, Dept Chem & Mat Sci, Key Lab Minist Educ Adv Catalysis Mat, Jinhua 321004, Peoples R China

年份:2024

卷号:11

期号:16

起止页码:4539

外文期刊名:ORGANIC CHEMISTRY FRONTIERS

收录:;WOS:【SCI-EXPANDED(收录号:WOS:001259978600001),CCR-EXPANDED(收录号:WOS:001259978600001)】;

基金:This work was supported by the Leading Innovative and Entrepreneur Team Introduction Program of Zhejiang (No. 2022R01007), the National Key Research and Development Program of China (2021YFA0804900), and the Start-up Research Grant from Zhejiang Normal University.

语种:英文

摘要:Herein, we have developed a method for the construction of spiro[benzofuran-2,2 '-bicyclo[2.1.1]hexanes] via BF3Et2O-catalyzed formal [2 pi + 2 sigma] cycloaddition of bicyclo[1.1.0]butanes with benzofuran-derived oxa(aza)dienes. This transformation allowed for facile access to a variety of functionalized spiro-bicyclo[2.1.1]hexanes in good yields (up to 99% yield) with excellent chemoselectivities and a broad substrate scope (34 examples) under mild reaction conditions. Moreover, the synthetic utility of the cycloadducts was further emphasized through a scale-up experiment and subsequent synthetic transformations.

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