Molecular hybridization-guided annulation reactions of isatins with 4-methylpent-3-en-2-one: A direct access to spirooxindole tetrahydropyranones. Issue 9 (3rd May 2018)

• Record Type: Journal Article
• Authors: Zhou, Gen; Wei, Qi-Di; Wang, Guan-Lian; Gong, Yi; Liu, Huan-Huan; Liu, Xiong-Li; Chen, Lin; Zhou, Ying
• Is Part Of: Synthetic communications. Volume 48:Issue 9(2018)
• Page Start: 1033
• Page End: 1039
• Publication Date: 2018-05-03
• Subjects: 4-Methylpent-3-en-2-one -- annulation reaction -- isatins -- propan-2-ether -- spirooxindole tetrahydropyranone; Organic compounds -- Synthesis -- Periodicals; Chemistry, Organic; Synthesis; 547.205
• DOI: 10.1080/00397911.2018.1433300
• Languages: English
• ISSNs: 0039-7911

Abstract

ABSTRACT: An efficient molecular hybridization strategy has been utilized for the synthesis of pirooxindole tetrahydropyranones3 through annulation reactions of isatins1 with 4-methylpent-3-en-2-one2 . Products consist of a pirooxindole tetrahydropyranone scaffold and propan-2-ether unit were smoothly obtained in moderate yields (up to 56% yield). The one-pot, two-step reaction, avoiding the isolation and purification of intermediatesC, has proved to be a practical protocol. This protocol leads to new knowledge in the fields of both molecular complexity and the lead compound discovery. GRAPHICAL ABSTRACT: