- 4CzIPN-tBu-Catalyzed Proton-Coupled Electron Transfer for Photosynthesis of Phosphorylated N-Heteroaromatics
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2,4,5,6-Tetrakis(3,6-di-tert-butyl-9H-carbazol-9-yl)isophthalonitrile (4CzIPN-tBu) was developed as a photocatalyst for the phosphorus-radical-initiated cascade cyclization reaction of isocyanides. By using 4CzIPN-tBu as catalyst, we developed a visible-light-induced proton-coupled electron transfer strategy for the generation of phosphorus-centered radicals, via which a wide range of phosphorylated phenanthridines, quinolines, and benzothiazoles were successfully constructed.
- Liu, Yan,Chen, Xiao-Lan,Li, Xiao-Yun,Zhu, Shan-Shan,Li, Shi-Jun,Song, Yan,Qu, Ling-Bo,Yu, Bing
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p. 964 - 972
(2021/01/12)
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- Visible-light-induced tandem radical addition-cyclization of 2-aryl phenyl isocyanides catalysed by recyclable covalent organic frameworks
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A visible-light-induced tandem radical addition-cyclization sequence via 2-aryl phenyl isocyanides as the starting material and two-dimensional covalent organic frameworks (2D-COFs) as the photocatalyst was developed, delivering multifarious 6-substituted phenanthridines in high yields. Benefitting from the utilization of a heterogeneous photocatalyst, this protocol features easy catalyst separation and excellent recyclability. A negligible loss of the catalytic activity was observed after multiple runs. High practicability of this protocol was further demonstrated by continuous flow experiments.
- Liu, Shuyang,Pan, Wenna,Wu, Songxiao,Bu, Xiubin,Xin, Shigang,Yu, Jipan,Xu, Hao,Yang, Xiaobo
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p. 2905 - 2910
(2019/06/17)
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- Preparation method of 6-phosphoryl substituted phenanthridine derivative
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The invention discloses a preparation method of a 6-phosphoryl substituted phenanthridine derivative, and belongs to the technical field of organic synthesis. The method comprises the steps that biphenyl isothiocyanate and diaryl oxygen and phosphorus are added into a reactor, by being catalyzed by manganese, heating is conducted in a solvent, after a reaction is completed, cooling is conducted to reach room temperature, a system is diluted with ethyl acetate and washed with saturated sodium chloride, an organic phase is combined, a filtrate is concentrated through a rotary evaporator, a coarse product is obtained, and finally a product is obtained through column chromatography separation. The synthetic method is easy to implement, raw materials are easy to prepare, multiple substituent groups are introduced simultaneously, the product is easy to purify and separate, the yield is high, and the method is suitable for synthesizing the 6-phosphoryl substituted phenanthridine derivative. The reaction equation of the derivative is defined in the description.
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Paragraph 0020; 0021; 0022; 0023; 0024-0025; 0031-0035; 0072
(2017/08/14)
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- Synthesis of 6-Phosphorylated Phenanthridines by Mn(II)-Promoted Tandem Reactions of 2-Biaryl Isothiocyanates with Phosphine Oxides
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A novel Mn(II)-promoted tandem phosphorylation/cyclization reaction of 2-biaryl isothiocyanates with phosphine oxides is described. This is the first general method to synthesize 6-phosporylated phenanthridines from 2-biaryl isothiocyanates. The approach is featured by oxidant-free, low loading of P-reagent, easy operation, and high functional group tolerance.
- Guo, Wei-Si,Dou, Qian,Hou, Jian,Wen, Li-Rong,Li, Ming
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p. 7015 - 7022
(2017/07/17)
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- Synthesis of phenanthridin-6-yldiphenylphosphine oxides by oxidative cyclization of 2-isocyanobiphenyls with diarylphosphine oxides
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A Mn(III)-promoted oxidative cyclization of 2-isocyanobiphenyls with diarylphosphine oxides is reported, providing phenanthridin-6- yldiphenylphosphine oxides in good yields. Radical phosphonation and isocyanide insertion are believed to be involved in the reaction process.
- Li, Yuewen,Qiu, Guanyinsheng,Ding, Qiuping,Wu, Jie
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supporting information
p. 4652 - 4656
(2014/06/23)
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- Silver-catalyzed 2-isocyanobiaryls insertion/cyclization with phosphine oxides: Synthesis of 6-phosphorylated phenanthridines
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A silver-catalyzed 2-isocyanobiaryls insertion/cyclization with phosphine oxides was described for the construction of the 6-phosphorylated phenanthridines through radical addition of in situ formed P-centered radical to 2-isocyanobiphenyls and homolytic
- Cao, Jia-Jia,Zhu, Tong-Hao,Gu, Zheng-Yang,Hao, Wen-Juan,Wang, Shun-Yi,Ji, Shun-Jun
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supporting information
p. 6985 - 6990
(2015/03/14)
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