Photocatalytic Synthesis of 6-Phosphorylated Phenanthridines from 2-Isocyanobiphenyls via Radical C−P and C−C Bond Formation
A mild, efficient, photocatalytic synthesis of 6-phosphorylated phenanthridines via tandem radical addition/cyclization/aromatization of 2-isocyanobiphenyls with diarylphosphine oxides is reported. The method features operational simplicity in metal-free conditions, using low-cost Rose Bengal as a c...
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| Format: | Article |
| Language: | English |
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MDPI AG
2023-06-01
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| Series: | Catalysts |
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| Online Access: | https://www.mdpi.com/2073-4344/13/7/1036 |
| _version_ | 1797589889200422912 |
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| author | Liping Wang Qin Zhang Xiaoyan Sang Qiuping Ding |
| author_facet | Liping Wang Qin Zhang Xiaoyan Sang Qiuping Ding |
| author_sort | Liping Wang |
| collection | DOAJ |
| description | A mild, efficient, photocatalytic synthesis of 6-phosphorylated phenanthridines via tandem radical addition/cyclization/aromatization of 2-isocyanobiphenyls with diarylphosphine oxides is reported. The method features operational simplicity in metal-free conditions, using low-cost Rose Bengal as a catalyst and sustainable air as a terminal oxidant at room temperature and providing the desired products in moderate to good yields. |
| first_indexed | 2024-03-11T01:12:32Z |
| format | Article |
| id | doaj.art-5208b49b0c884834a7d845993819caeb |
| institution | Directory Open Access Journal |
| issn | 2073-4344 |
| language | English |
| last_indexed | 2024-03-11T01:12:32Z |
| publishDate | 2023-06-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Catalysts |
| spelling | doaj.art-5208b49b0c884834a7d845993819caeb2023-11-18T18:43:45ZengMDPI AGCatalysts2073-43442023-06-01137103610.3390/catal13071036Photocatalytic Synthesis of 6-Phosphorylated Phenanthridines from 2-Isocyanobiphenyls via Radical C−P and C−C Bond FormationLiping Wang0Qin Zhang1Xiaoyan Sang2Qiuping Ding3National Engineering Research Center for Carbohydrate Synthesis, Key Lab of Fluorine and Silicon for Energy Materials and Chemistry of Ministry of Education, Key Laboratory for Green Chemistry of Jiangxi Province, Jiangxi Normal University, Nanchang 330022, ChinaBasic Geological Survey Institute of Jiangxi Geological Survey Institute, Nanchang 330201, ChinaNational Engineering Research Center for Carbohydrate Synthesis, Key Lab of Fluorine and Silicon for Energy Materials and Chemistry of Ministry of Education, Key Laboratory for Green Chemistry of Jiangxi Province, Jiangxi Normal University, Nanchang 330022, ChinaNational Engineering Research Center for Carbohydrate Synthesis, Key Lab of Fluorine and Silicon for Energy Materials and Chemistry of Ministry of Education, Key Laboratory for Green Chemistry of Jiangxi Province, Jiangxi Normal University, Nanchang 330022, ChinaA mild, efficient, photocatalytic synthesis of 6-phosphorylated phenanthridines via tandem radical addition/cyclization/aromatization of 2-isocyanobiphenyls with diarylphosphine oxides is reported. The method features operational simplicity in metal-free conditions, using low-cost Rose Bengal as a catalyst and sustainable air as a terminal oxidant at room temperature and providing the desired products in moderate to good yields.https://www.mdpi.com/2073-4344/13/7/1036phenanthridine2-isocyanobiphenylsdiarylphosphine oxidesradical cyclizationmetal-free |
| spellingShingle | Liping Wang Qin Zhang Xiaoyan Sang Qiuping Ding Photocatalytic Synthesis of 6-Phosphorylated Phenanthridines from 2-Isocyanobiphenyls via Radical C−P and C−C Bond Formation Catalysts phenanthridine 2-isocyanobiphenyls diarylphosphine oxides radical cyclization metal-free |
| title | Photocatalytic Synthesis of 6-Phosphorylated Phenanthridines from 2-Isocyanobiphenyls via Radical C−P and C−C Bond Formation |
| title_full | Photocatalytic Synthesis of 6-Phosphorylated Phenanthridines from 2-Isocyanobiphenyls via Radical C−P and C−C Bond Formation |
| title_fullStr | Photocatalytic Synthesis of 6-Phosphorylated Phenanthridines from 2-Isocyanobiphenyls via Radical C−P and C−C Bond Formation |
| title_full_unstemmed | Photocatalytic Synthesis of 6-Phosphorylated Phenanthridines from 2-Isocyanobiphenyls via Radical C−P and C−C Bond Formation |
| title_short | Photocatalytic Synthesis of 6-Phosphorylated Phenanthridines from 2-Isocyanobiphenyls via Radical C−P and C−C Bond Formation |
| title_sort | photocatalytic synthesis of 6 phosphorylated phenanthridines from 2 isocyanobiphenyls via radical c p and c c bond formation |
| topic | phenanthridine 2-isocyanobiphenyls diarylphosphine oxides radical cyclization metal-free |
| url | https://www.mdpi.com/2073-4344/13/7/1036 |
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