Visible-Light-Induced Intermolecular Dearomative Cyclization of Furans: Synthesis of 1-Oxaspiro[4.4]nona-3,6-dien-2-one,The Journal of Organic Chemistry

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Visible-Light-Induced Intermolecular Dearomative Cyclization of Furans: Synthesis of 1-Oxaspiro[4.4]nona-3,6-dien-2-one
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2019-01-03 00:00:00 , DOI: 10.1021/acs.joc.8b02881
Wuheng Dong ₁ , Yao Yuan ₁ , Xiaoshuang Gao ₁ , Miladili Keranmu ₁ , Wanfang Li ₁ , Xiaomin Xie ₁ , Zhaoguo Zhang _{1,

2}

Affiliation

A fac-Ir(ppy)₃-catalyzed intermolecular dearomative cyclization of 2-bromo-2-((5-bromofuran-2-yl)methyl)malonate and alkynes affording substituted spirolactones in yields of 19–91% via a 5-exo-dig radical cyclization under visible light is presented. This method provides a new access to the synthesis of spirocycle skeletons applying water as an external oxygen source under mild reaction conditions.

中文翻译：

呋喃的可见光诱导分子间脱芳香环化：1-Oxaspiro [4.4] nona-3,6-dien-2-one的合成

甲FAC -Ir（PPY）₃催化的分子间dearomative的环化2-溴-2 - （（5-溴呋喃-2-基）甲基）丙二酸二乙酯和炔经由5-得到在19-91％的收率取代spirolactones外介绍了在可见光下的-dig自由基环化反应。该方法为在温和的反应条件下以水为外部氧源合成螺环骨架提供了新的途径。

更新日期：2019-01-03

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