Access to thiionized-, selenolized-, and alkylated 5-alkylidene 3-pyrrolin-2-one derivatives via a regioselective oxidative annulation reaction. Issue 12 (9th March 2023)

• Record Type: Journal Article
• Authors: Liu, Donghan; Song, Siyu; Chen, Longkun; Zhang, Mingshuai; Liu, Zhuoyuan; Lu, Xihang; Huang, Jiuzhong; Yu, Fuchao
• Is Part Of: Organic & biomolecular chemistry. Volume 21:Issue 12(2023)
• Page Start: 2596
• Page End: 2602
• Publication Date: 2023-03-09
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/d3ob00014a
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : Polyfunctional thiionized-, selenolized-, and alkylated 5-alkylidene 3-pyrrolin-2-one derivatives are easily constructed via a metal-free regioselective oxidative annulation reaction. Abstract : A metal-free regioselective oxidative annulation reaction of readily available 2, 4-pentanediones with primary amines has been described. This protocol provides a divergent strategy for the incorporation of various radical donors into 5-alkylidene 3-pyrrolin-2-one skeletons, producing a variety of thiionized-, selenolized-, and alkylated 5-alkylidene 3-pyrrolin-2-one derivatives. Moreover, the diverse synthetic transformations of the 5-alkylidene 3-pyrrolin-2-one products were also investigated.