Efficient access to multi-substituted 1-aminoisoquinolines via Rh(III)-catalyzed oxidative annulation of aminopyridine pivalamides with internal alkynes. (3rd August 2022)

• Record Type: Journal Article
• Authors: Gan, Xiaoting; Huang, Fen; Ren, Zhijun; Li, Bo; Chen, Shaojie; Luo, Wenkun; Zhou, Jun
• Is Part Of: Tetrahedron letters. Volume 103(2022)
• Publication Date: 2022-08-03
• Subjects: Rhodium -- CH activation -- Annulation -- Aminopyridine -- Isoquinoline; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2022.153970
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: The synthesis of multi-substituted 1-aminoisoquinolines from aminopyridine pivalamides with alkynes by Rh(III)-catalyzed C–H activation coupling has been investigated. This method proved to be tolerant of synthetically versatile functional groups, and provided access to a few highly substituted isoquinoline derivatives with remarkable fluorescence properties in moderate yields. Abstract: The synthesis of multi-substituted 1-aminoisoquinolines from aminopyridine pivalamides with alkynes by Rh(III)-catalyzed CH activation coupling has been investigated. This method proved to be tolerant of synthetically versatile functional groups, and provided access to a few highly substituted isoquinoline derivatives with remarkable fluorescence properties in moderate yields.