A new dehydrogenative [4 + 1] annulation between para-quinone methides (p-QMs) and iodonium ylides for the synthesis of 2,3-dihydrobenzofurans

文献信息

发布日期 2018-10-25
DOI 10.1039/C8QO00950C
影响因子 5.281
作者

Yan-Jie Xiong, Shao-Qing Shi, Wen-Juan Hao, Shu-Jiang Tu, Bo Jiang


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摘要

A new dehydrogenative [4 + 1] annulation of para-quinone methides (p-QMs) with acyclic and cyclic phenyl iodonium ylides has been established, delivering a variety of functionalized 2,3-dihydrobenzofurans with the retention of the quinone methide unit in generally good yields. The reaction pathway involves 1,6-nucleophilic addition, nucleophilic substitution and oxidation under mild metal-free and convenient conditions, and provides a practical access to construct benzofuran frameworks.

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Organic Chemistry Frontiers

Organic Chemistry Frontiers
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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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