{"title":"Superoxide Ion-Assisted Radical Cascade Reaction: Synthesis of\u00003-Nitro-4-Aryl-2H-Chromen-2-Ones from Aryl Alkynoate Esters under\u0000Methylene Blue Visible Light Photocatalysis","authors":"P. Natarajan, Meena, Partigya","doi":"10.2174/012665976x295034240529130434","DOIUrl":"https://doi.org/10.2174/012665976x295034240529130434","url":null,"abstract":"\u0000\u0000From an industries and academic perspective, there is a need for a method\u0000for producing 3-nitro-4-aryl-2H-chromen-2-ones from aryl alkynoate esters that is both economic\u0000and environmental benign. In this context, superoxide ion-assisted radical cascade reaction can be\u0000an efficient and greener protocol.\u0000\u0000\u0000\u0000Herein, we have demonstrated an unprecedented methylene blue (MB) visible light photocatalysis\u0000for the production of a series of 3-nitro-4-aryl-2H-chromen-2-ones from readily available\u0000aryl alkynoate esters and a nitrating agent in solution.\u0000\u0000\u0000\u0000Synthesis of 3-nitro-4-aryl-2H-chromen-2-ones has been performed in the presence of\u0000aryl alkynoate ester, TBAN, DIPEA, solvent, catalyst and molecular oxygen under visible light irradiation\u0000at room temperature. The products were purified by column chromatography using silica\u0000gel, and the mixture of ethyl acetate/petroleum ether as an eluting solvent and characterized by IR,\u0000NMR and mass spectroscopic analysis.\u0000\u0000\u0000\u0000A series of aryl alkynoate esters were successfully nitrated into corresponding 3-nitro-4-\u0000aryl-2H-chromen-2-ones with good isolated yields by this protocol, in which the key NO2-radicals\u0000formed by the action of superoxide ion (O2−·).\u0000\u0000\u0000\u0000In contrast to the literature-reported methods of synthesis of 3-nitro-4-aryl-2Hchromen-\u00002-ones, the process described here for making 3-nitro-4-aryl-2H-chromen-2-ones uses\u0000methylene blue visible light photocatalysis, is inexpensive, mild, does not require a metal precursor\u0000or high temperatures, and is successful when using the direct sunlight.\u0000","PeriodicalId":246025,"journal":{"name":"Journal of Photocatalysis","volume":"28 17","pages":""},"PeriodicalIF":0.0,"publicationDate":"2024-06-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141357174","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}