Yamamoto Yuki, Ogawa Akiya
Department of Applied Chemistry, Graduate School of Engineering, Osaka Prefecture University, 1-1 Gakuen-cho, Nakaku, Sakai, Osaka, 599-8531, Japan.
Chem Asian J. 2023 Apr 17;18(8):e202201269. doi: 10.1002/asia.202201269. Epub 2023 Feb 3.
The cycloaddition reaction of o-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 with o-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 having o-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 Pd -quinoxaline complex was successfully achieved by applying the developed reaction.
邻二异氰基芳烃与元素间化合物在光照下的环加成反应是一个非常重要的反应体系，用于阐明该反应是通过自由基环化还是氮杂 - 伯格曼环化进行。在本研究中，一系列具有磷 - 磷单键的二膦被选作元素间化合物，并详细研究了它们与邻二异氰基芳烃在光照下的环加成反应，以通过自由基环化途径实现双膦化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邻位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反应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钯 - 喹喔啉配合物的一锅法合成。
