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Synthesis of 4-Aryl Pyrrolo[1,2-α]quinoxalines via Iron-Catalyzed Oxidative Coupling from an Unactivated Methyl Arene : Synthesis of 4-Aryl Pyrrolo[1,2-alpha]quinoxalines via Iron-Catalyzed Oxidative Coupling from an Unactivated Methyl Arene
DC Field | Value | Language |
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dc.contributor.author | Ahn, Jiwon | - |
dc.contributor.author | Lee, Seok Beom | - |
dc.contributor.author | Song, Injae | - |
dc.contributor.author | Chun, Simin | - |
dc.contributor.author | Oh, Dong-Chan | - |
dc.contributor.author | Hong, Suckchang | - |
dc.date.accessioned | 2024-05-14T07:16:23Z | - |
dc.date.available | 2024-05-14T07:16:23Z | - |
dc.date.created | 2021-07-08 | - |
dc.date.issued | 2021-06 | - |
dc.identifier.citation | Journal of Organic Chemistry, Vol.86 No.11, pp.7390-7402 | - |
dc.identifier.issn | 0022-3263 | - |
dc.identifier.uri | https://hdl.handle.net/10371/201993 | - |
dc.description.abstract | Herein, we describe the direct synthesis of pyrrolo[1,2-alpha]quinoxaline via oxidative coupling between methyl arene and 1-(2-aminophenyl) pyrroles. Oxidation of the benzylic carbon of the methyl arene was achieved by di-t-butyl peroxide in the presence of an iron catalyst, followed by conversion to an activated aldehyde in situ. Oxygen played a crucial role in the oxidation process to accelerate benzaldehyde formation. Subsequent Pictet-Spengler-type annulation completed the quinoxaline structure. The protocol tolerated various kinds of functional groups and provided 22 4-aryl pyrrolo[1,2-alpha]quinoxalines when various methyl arene derivatives were used. The developed method proceeded in air, and all catalysts, reagents, and solvents were easily accessible. | - |
dc.language | 영어 | - |
dc.publisher | American Chemical Society | - |
dc.title | Synthesis of 4-Aryl Pyrrolo[1,2-α]quinoxalines via Iron-Catalyzed Oxidative Coupling from an Unactivated Methyl Arene | - |
dc.title.alternative | Synthesis of 4-Aryl Pyrrolo[1,2-alpha]quinoxalines via Iron-Catalyzed Oxidative Coupling from an Unactivated Methyl Arene | - |
dc.type | Article | - |
dc.identifier.doi | 10.1021/acs.joc.1c00371 | - |
dc.citation.journaltitle | Journal of Organic Chemistry | - |
dc.identifier.wosid | 000661138500008 | - |
dc.identifier.scopusid | 2-s2.0-85108069165 | - |
dc.citation.endpage | 7402 | - |
dc.citation.number | 11 | - |
dc.citation.startpage | 7390 | - |
dc.citation.volume | 86 | - |
dc.description.isOpenAccess | N | - |
dc.contributor.affiliatedAuthor | Oh, Dong-Chan | - |
dc.contributor.affiliatedAuthor | Hong, Suckchang | - |
dc.type.docType | Article | - |
dc.description.journalClass | 1 | - |
dc.subject.keywordPlus | ONE-POT SYNTHESIS | - |
dc.subject.keywordPlus | EFFICIENT SYNTHESIS | - |
dc.subject.keywordPlus | ANTIPROLIFERATIVE ACTIVITY | - |
dc.subject.keywordPlus | ANTIMALARIAL ACTIVITY | - |
dc.subject.keywordPlus | POTENTIAL INHIBITORS | - |
dc.subject.keywordPlus | BRONSTED ACID | - |
dc.subject.keywordPlus | DERIVATIVES | - |
dc.subject.keywordPlus | CLEAVAGE | - |
dc.subject.keywordPlus | ACCESS | - |
dc.subject.keywordPlus | 1-(2-AMINOPHENYL)-PYRROLES | - |
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