An efficient microwave accelerated three component reaction of phenacyl azides and pyridinium phenacyl salts: A facile greener approach to 2-amino-2-ene-1, 4-diones/pyrrolidin-2-ones. Issue 19 (1st October 2020)

• Record Type: Journal Article
• Authors: Chimaladenne, Venkateswarlu; Manda, Ramesh; Gudipally, Ashok Reddy; Valluru, Krishna Reddy; Brahman, Pradeep Kumar; Somarapu, Vijaya Laxmi
• Is Part Of: Synthetic communications. Volume 50:Issue 19(2020)
• Page Start: 2941
• Page End: 2949
• Publication Date: 2020-10-01
• Subjects: β-Enamino carbonyls -- 4-hydroxypyrrolidin-2-ones -- microwave -- phenacyl azide -- pyridinium salts; Organic compounds -- Synthesis -- Periodicals; Chemistry, Organic; Synthesis; 547.205
• DOI: 10.1080/00397911.2020.1787447
• Languages: English
• ISSNs: 0039-7911

Abstract

Abstract: A mild and efficient base promoted, microwave assisted, green synthesis of 2-amino-2-ene-1, 4-diones has been described by the decomposition of phenacyl azides followed by treatment with pyridinium salts of phenacyl bromides in aqueous media. A diverse range of substrates bearing electron-releasing and electron-withdrawing substituents were well tolerated and delivered corresponding 2-amino-2-ene-1, 4-diones in good yields. Synthesized 2-amino-2-ene-1, 4-diones have been further explored in the synthesis of various substituted 4-hydroxypyrrolidin-2-ones. Graphical Abstract: