title: A domino synthetic strategy leading to two-carbon-tethered fused acridine/indole pairs and fused acridine derivatives.
abstract: A series of new poly-functionalized two-carbon-tethered fused acridine/indole pairs were synthesized via Brønsted acid-promoted domino reactions between indoline-2,3-dione and C(2)-tethered indol-3-yl enaminones. The reactions were further expanded to prepare C-tethered fused acridine/pyridine pairs, N-substituted amino acids, N-cyclopropyl and N-aryl substituted fused acridine derivatives, as well as bis-furan-3-yl-substituted indoles. During these reaction processes, the domino construction of a fused acridine skeleton with concomitant formation of two new rings was readily achieved in a one-pot operation. The procedures are facile, avoiding time-consuming and costly syntheses, tedious work-up and purification of precursors.
authors.affiliation: School of Chemistry and Chemical Engineering, Jiangsu Key Laboratory of Green Synthetic Chemistry for Functional Materials, Jiangsu Normal University, Xuzhou, Jiangsu, PR China. jiangchem@jsnu.edu.cn
authors.forename: Bo
authors.initials: B
authors.lastname: Jiang
authors.forename: Xue
authors.initials: X
authors.lastname: Wang
authors.forename: Meng-Yuan
authors.initials: MY
authors.lastname: Li
authors.forename: Qiong
authors.initials: Q
authors.lastname: Wu
authors.forename: Qin
authors.initials: Q
authors.lastname: Ye
authors.forename: Hai-Wei
authors.initials: HW
authors.lastname: Xu
authors.forename: Shu-Jiang
authors.initials: SJ
authors.lastname: Tu
mesh_terms: D000166:Acridines / Q000138:chemical synthesis / Q000737:chemistry*; D000596:Amino Acids / Q000138:chemical synthesis / Q000737:chemistry; D002244:Carbon / Q000737:chemistry*; D020650:Combinatorial Chemistry Techniques; D018360:Crystallography, X-Ray; D007211:Indoles / Q000138:chemical synthesis / Q000737:chemistry*; D008958:Models, Molecular
chemical_list: D000166:Acridines; D000596:Amino Acids; D007211:Indoles; C572590:indoline-2,3-dione; D002244:Carbon; C030374:indole