Catalyst-controlled formal [4 + 1] annulation of N-vinyl fluorenone nitrones and allenoates to prepare spirofluorenylpyrrolines
文献信息
发布日期
2020-05-08
DOI
10.1039/D0QO00224K
影响因子
5.281
作者
Cui Wei, Jin-Qi Zhang, Jia-Jie Zhang, Cui Liang, Dong-Liang Mo
查看原文
摘要
We report a facile commercial gimeracil-catalyzed formal [4 + 1] annulation approach for the synthesis of spirofluorenylpyrrolines in good yields with high diastereoselectivity from easily available N-vinyl fluorenone nitrones and allenoates. The reaction showed broad substrate scope and tolerated a variety of functional groups on both N-vinyl fluorenone nitrones and allenoates. Mechanistic studies showed that the catalyst might play important roles in promoting enolation and selective cyclization of 1,3-dicarbonyl intermediates. More importantly, the obtained spirofluorenylpyrrolines were easily converted to various spirofluorenylpyrroline-based scaffolds.
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来源期刊
Organic Chemistry Frontiers
CiteScore:
7.8
自引率:
8.7%
年发文量:
724
Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry
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