HFIP-promoted intramolecular dearomative annulation of pyridylacetate derivatives to access functionalized 3, 4-dihydroquinolizin-2-ones. (18th June 2022)

• Record Type: Journal Article
• Authors: Shen, Yao-Bin; Zhao, Jian-Qiang; Ge, Zhen-Zhen; Wang, Zhen-Hua; You, Yong; Zhou, Ming-Qiang; Yuan, Wei-Cheng
• Is Part Of: Tetrahedron. Volume 116(2022)
• Publication Date: 2022-06-18
• Subjects: Dearomative annulation -- Hexafluoroisopropanol -- Intramolecular annulation -- Heterocycles -- 3, 4-Dihydroquinolizin-2-ones; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tet.2022.132810
• Languages: English
• ISSNs: 0040-4020

Abstract

Abstract: HFIP-promoted transition metal-free intramolecular dearomative annulation reaction of 2-pyridylacetate derivatives has been successfully developed under mild conditions, affording structurally diverse substituted 3, 4-dihydroquinolizin-2-ones decorated with a range of functional groups in moderate to good yields. The key to the success of this reaction is the existence of the substrates 2-pyridylacetate derivatives in complete enol forms as well as the utilization of HFIP as the solvent. Graphical abstract: Image 1