Photoinduced Synthesis of Bisphosphinated Quinoxalines via Radical Cyclization of <i>o</i> ‐Diisocyanoarenes with Diphosphines
Photoinduced Synthesis of Bisphosphinated Quinoxalines via Radical Cyclization of <i>o</i> ‐Diisocyanoarenes with Diphosphines
复制标题
通过<i>o</i>-二异氰基芳烃与二膦自由基环化光诱导合成双膦酸喹喔啉
DOI：
10.1002/asia.202201269
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发表时间：
2023
期刊：
影响因子：
--
通讯作者：
Ogawa Akiya
中科院分区：
文献类型：
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作者：
Yamamoto Yuki;Ogawa Akiya
邻二异氰基芳烃与元素间化合物在光下的环加成反应是一个非常重要的反应体系，可以阐明该反应是通过自由基环化还是通过氮杂伯格曼环化进行。本研究选择一系列具有磷-磷单键的二膦作为元素间化合物，详细研究了它们在光下与二异氰基芳烃的环加成反应，以通过自由基环化途径实现了双膦酸喹喔啉的新型光诱导合成。此外，二膦与具有氰基和乙烯基等官能团的异氰化物的光诱导反应使我们能够阐明这种双膦化的反应途径和产物选择性。此外，通过应用所开发的反应，成功实现了 PdII-喹喔啉配合物的一锅合成。
The cycloaddition reaction ofo‐diisocyanoarenes with interelement compounds under light is a very important reaction system to clarify whether this reaction proceeds by radical cyclization or by aza‐Bergman cyclization. In this study, a series of diphosphines with phosphorus‐phosphorus single bonds were selected as interelement compounds, and their cycloaddition reactions witho‐diisocyanoarenes under light were investigated in detail to achieve a novel photoinduced synthesis of bisphosphinated quinoxalines via the radical cyclization pathway. In addition, the photoinduced reaction of diphosphines with isocyanides havingo‐functional groups such as cyano and ethenyl groups allowed us to elucidate the reaction pathway and product selectivity of this bisphosphination. Furthermore, the one‐pot synthesis of PdII‐quinoxaline complex was successfully achieved by applying the developed reaction.