title: Strategic Approach to 8-Azacoumarins.
abstract: 8-Azacoumarins have emerged as a promising class of compounds but are rarely explored due to challenging access. A novel, general, and practical method is provided for this class of compounds. The key lactonization step employs trans-acrylic acid attached pyridine N-oxides as the starting material, with acetic anhydride as both the activation agent and the solvent. Multiple transformations were involved in this reaction, including conjugate addition, nucleophilic aromatic substitution, and elimination. These studies provide the basis for access to 8-azacoumarins, enabling future work including the discovery and development of novel coumarin-type drugs, fluorescent probes, photolabile protecting groups, and other active molecules.
authors.affiliation: China International Science and Technology Cooperation Base of Food Nutrition/Safety and Medicinal Chemistry, College of Biotechnology, Tianjin University of Science and Technology , Tianjin 300457, China.
authors.forename: Dong
authors.identifier: 0000-0002-4855-0576
authors.initials: D
authors.lastname: Wang
authors.affiliation: China International Science and Technology Cooperation Base of Food Nutrition/Safety and Medicinal Chemistry, College of Biotechnology, Tianjin University of Science and Technology , Tianjin 300457, China.
authors.forename: Yuxi
authors.initials: Y
authors.lastname: Wang
authors.affiliation: China International Science and Technology Cooperation Base of Food Nutrition/Safety and Medicinal Chemistry, College of Biotechnology, Tianjin University of Science and Technology , Tianjin 300457, China.
authors.forename: Junjie
authors.initials: J
authors.lastname: Zhao
authors.affiliation: China International Science and Technology Cooperation Base of Food Nutrition/Safety and Medicinal Chemistry, College of Biotechnology, Tianjin University of Science and Technology , Tianjin 300457, China.
authors.forename: Meng
authors.initials: M
authors.lastname: Shen
authors.affiliation: China International Science and Technology Cooperation Base of Food Nutrition/Safety and Medicinal Chemistry, College of Biotechnology, Tianjin University of Science and Technology , Tianjin 300457, China.
authors.forename: Jianyong
authors.initials: J
authors.lastname: Hu
authors.affiliation: China International Science and Technology Cooperation Base of Food Nutrition/Safety and Medicinal Chemistry, College of Biotechnology, Tianjin University of Science and Technology , Tianjin 300457, China.
authors.forename: Zhenlin
authors.initials: Z
authors.lastname: Liu
authors.affiliation: China International Science and Technology Cooperation Base of Food Nutrition/Safety and Medicinal Chemistry, College of Biotechnology, Tianjin University of Science and Technology , Tianjin 300457, China.
authors.forename: Linna
authors.initials: L
authors.lastname: Li
authors.affiliation: China International Science and Technology Cooperation Base of Food Nutrition/Safety and Medicinal Chemistry, College of Biotechnology, Tianjin University of Science and Technology , Tianjin 300457, China.
authors.forename: Furen
authors.initials: F
authors.lastname: Xue
authors.affiliation: China International Science and Technology Cooperation Base of Food Nutrition/Safety and Medicinal Chemistry, College of Biotechnology, Tianjin University of Science and Technology , Tianjin 300457, China.
authors.forename: Peng
authors.initials: P
authors.lastname: Yu
mesh_terms: D001391:Azo Compounds / Q000737:chemistry*; D003374:Coumarins; D015394:Molecular Structure
chemical_list: D001391:Azo Compounds; D003374:Coumarins