文献类型：期刊文献

英文题名：Access to spiro-bicyclo[2.1.1]hexanes via BF3·Et2O-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] State Key Laboratory of Bioreactor Engineering, Shanghai Key Laboratory of New Drug Design, School of Pharmacy, East China University of Science and Technology, 130 Meilong Road, Shanghai, 200237, China; [2] Key Laboratory of the Ministry of Education for Advanced Catalysis Materials, Department of Chemistry and Materials Science, Zhejiang Normal University, Jinhua, 321004, 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：EI(收录号：20242816657326)

语种：英文

外文关键词：Butane - Catalysis - Olefins

摘要：Herein, we have developed a method for the construction of spiro[benzofuran-2,2′-bicyclo[2.1.1]hexanes] via BF3·Et2O-catalyzed formal [2π + 2σ] 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. ? 2024 The Royal Society of Chemistry.