title: Highly efficient synthesis of quinoxaline derivatives from 1,2-benzenediamine and α-aminoxylated 1,3-dicarbonyl compounds.
abstract: Simple and efficient synthetic procedures for the preparation of quinoxaline, pyrazine, pyridopyrazine, and benzoxazin-2-one derivatives were developed. The one-pot cascade process involves the acidic elimination of α-aminoxylated dicarbonyl compounds to generate 1,2,3-tricarbonyl compounds and subsequent condensation with 1,4-N,N or -N,O dinucleophiles to afford quinoxaline, pyrazine, pyridopyrazine, and benzoxazin-2-one scaffolds. All the proposed processes do not need extra catalysts, dry solvents, or harsh reaction conditions.
authors.affiliation: Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, 453007, Henan, People's Republic of China. jwyansimm@163.com.|School of Pharmacy, Xinxiang Medical University, Xinxiang, 453003, Henan, People's Republic of China. jwyansimm@163.com.
authors.forename: Jianwei
authors.initials: J
authors.lastname: Yan
authors.affiliation: School of Pharmacy, Xinxiang Medical University, Xinxiang, 453003, Henan, People's Republic of China.
authors.forename: Yanhong
authors.initials: Y
authors.lastname: Xu
authors.affiliation: School of Pharmacy, Xinxiang Medical University, Xinxiang, 453003, Henan, People's Republic of China.
authors.forename: Fangfang
authors.initials: F
authors.lastname: Zhuang
authors.affiliation: School of Pharmacy, Xinxiang Medical University, Xinxiang, 453003, Henan, People's Republic of China.
authors.forename: Jie
authors.initials: J
authors.lastname: Tian
authors.affiliation: Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, 453007, Henan, People's Republic of China. zgs6668@yahoo.com.
authors.forename: Guisheng
authors.initials: G
authors.lastname: Zhang
mesh_terms: D001555:Benzene Derivatives / Q000737:chemistry*; D002384:Catalysis; D060326:Chemistry Techniques, Synthetic; D007659:Ketones / Q000737:chemistry*; D011810:Quinoxalines / Q000138:chemical synthesis* / Q000737:chemistry*
chemical_list: D001555:Benzene Derivatives; D007659:Ketones; D011810:Quinoxalines
keywords: -Aminoxylated dicarbonyl compounds; Benzoxazin-2-one; Pyrazine; Pyridopyrazine; Quinoxaline