@article{262dcb21bac8494ba7bd9fd6dc6e30fb,
title = "Visible-Light-Induced Cascade Phosphinoylation/Cyclization of Phenacylmalononitriles with Secondary H-phosphine Oxides",
abstract = "The visible-light-induced synthesis of 5-phosphoryl-functionalized pyrroles has been established by eosin Y catalysis, and different electron-donating or electron-withdrawing group substituted secondary H-phosphine oxides and phenacylmalononitriles showed good reactivity toward the reaction, affording the cascade phosphinoylation/cyclization products in 82–98% yields via P−C/C−N annulation. Step-by-step control experiments and 31P NMR tracking experiments were further performed to gain the insights of the plausible reaction mechanism and kinetic reaction process. This reaction may have implications for the construction of C(sp2)−P bonds in organophosphorus chemistry. (Figure presented.).",
keywords = "Cyclization, Phenacylmalononitriles, Phosphinoylation, Secondary H-phosphine Oxides, Visible-light catalysis",
author = "Biquan Xiong and Chonghao Shi and Weifeng Xu and Yu Liu and Longzhi Zhu and Tang, {Ke Wen} and Yin, {Shuang Feng} and Wong, {Wai Yeung}",
note = "Funding Information: This work was supported by the National Natural Science Foundation of China (21606080, 21908050, 22078084), Natural Science Foundation of Hunan Province (2019JJ50203), Scientific Research Fund of the Hunan Provincial Education Department (19 A197), Science and Technology Planning Project of Hunan Province (2020RC3056) and Innovation Research Group Project of the Natural Science Foundation of Hunan Province (No. 2020JJ1004). W.-Y.W. thanks the CAS-Croucher Funding Scheme for Joint Laboratories, ITC Guangdong-Hong Kong Technology Cooperation Funding Scheme (TCFS) (GHP/038/19GD), RGC Senior Research Fellowship Scheme (SRFS 2021-5S01), Research Institute for Smart Energy (CDAQ) and the Endowed Professorship in Energy from Ms Clarea Au (847S) for financial support. We thank Professor Li-Biao Han (Hainan University) for helpful discussions. Funding Information: This work was supported by the National Natural Science Foundation of China (21606080, 21908050, 22078084), Natural Science Foundation of Hunan Province (2019JJ50203), Scientific Research Fund of the Hunan Provincial Education Department (19 A197), Science and Technology Planning Project of Hunan Province (2020RC3056) and Innovation Research Group Project of the Natural Science Foundation of Hunan Province (No. 2020JJ1004). W.‐Y.W. thanks the CAS‐Croucher Funding Scheme for Joint Laboratories, ITC Guangdong‐Hong Kong Technology Cooperation Funding Scheme (TCFS) (GHP/038/19GD), RGC Senior Research Fellowship Scheme (SRFS 2021‐5S01), Research Institute for Smart Energy (CDAQ) and the Endowed Professorship in Energy from Ms Clarea Au (847S) for financial support. We thank Professor Li‐Biao Han (Hainan University) for helpful discussions. Publisher Copyright: {\textcopyright} 2022 Wiley-VCH GmbH.",
year = "2022",
month = dec,
day = "20",
doi = "10.1002/adsc.202201055",
language = "English",
volume = "364",
pages = "4392--4401",
journal = "Advanced Synthesis and Catalysis",
issn = "1615-4150",
publisher = "Wiley-VCH Verlag",
number = "24",
}