{"title":"在蓝光 LED 照射和空气环境下，5,10,15,20-四苯基卟啉与单线态氧的高效氧化：简化天然产物合成关键组分的制备过程","authors":"Masato Hasumi, Tomohiro Tsutsumi, Daiki Shikama, Ichiro Hayakawa","doi":"10.1055/a-2361-0069","DOIUrl":null,"url":null,"abstract":"A method for preparing important building blocks for natural product synthesis has been developed using singlet oxygen generated from 5,10,15,20-tetraphenylporphyrin (TPP) under blue LED irradiation. Using this method, the allylic oxidation of dicyclopentadiene proceeded smoothly in air atmosphere with an 87% yield. This condition, using TPP under blue LED irradiation, was expanded to include the oxidation of cyclopentadiene. It is a simple and cost-effective method of synthesizing important building blocks for natural product synthesis.","PeriodicalId":501298,"journal":{"name":"Synthesis","volume":" 1","pages":""},"PeriodicalIF":0.0000,"publicationDate":"2024-07-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Efficient Oxidation with Singlet Oxygen from 5,10,15,20-Tetraphenylporphyrin under Blue LED Irradiation and Air Atmosphere: Simplified Preparation of Key Building Blocks for Natural Product Synthesis\",\"authors\":\"Masato Hasumi, Tomohiro Tsutsumi, Daiki Shikama, Ichiro Hayakawa\",\"doi\":\"10.1055/a-2361-0069\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"A method for preparing important building blocks for natural product synthesis has been developed using singlet oxygen generated from 5,10,15,20-tetraphenylporphyrin (TPP) under blue LED irradiation. Using this method, the allylic oxidation of dicyclopentadiene proceeded smoothly in air atmosphere with an 87% yield. This condition, using TPP under blue LED irradiation, was expanded to include the oxidation of cyclopentadiene. It is a simple and cost-effective method of synthesizing important building blocks for natural product synthesis.\",\"PeriodicalId\":501298,\"journal\":{\"name\":\"Synthesis\",\"volume\":\" 1\",\"pages\":\"\"},\"PeriodicalIF\":0.0000,\"publicationDate\":\"2024-07-05\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Synthesis\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"https://doi.org/10.1055/a-2361-0069\",\"RegionNum\":0,\"RegionCategory\":null,\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"\",\"JCRName\":\"\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Synthesis","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.1055/a-2361-0069","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 0
摘要
在蓝光 LED 的照射下，利用 5、10、15、20-四苯基卟啉（TPP）产生的单线态氧，开发出了一种用于制备天然产物合成的重要构筑物的方法。利用这种方法，二环戊二烯的烯丙基氧化反应在空气中顺利进行，产率达 87%。在蓝光 LED 的照射下使用 TPP 的这一条件被扩展到环戊二烯的氧化。这是一种简单而经济有效的方法，可用于合成天然产物的重要构筑物。
Efficient Oxidation with Singlet Oxygen from 5,10,15,20-Tetraphenylporphyrin under Blue LED Irradiation and Air Atmosphere: Simplified Preparation of Key Building Blocks for Natural Product Synthesis
A method for preparing important building blocks for natural product synthesis has been developed using singlet oxygen generated from 5,10,15,20-tetraphenylporphyrin (TPP) under blue LED irradiation. Using this method, the allylic oxidation of dicyclopentadiene proceeded smoothly in air atmosphere with an 87% yield. This condition, using TPP under blue LED irradiation, was expanded to include the oxidation of cyclopentadiene. It is a simple and cost-effective method of synthesizing important building blocks for natural product synthesis.
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