title: Three-component bicyclization providing an expedient access to pyrano[2',3':5,6]pyrano[2,3-b]pyridines and its derivatives.
abstract: A new three-component bicyclization for the efficient synthesis of a fused pyrano[2,3-b]pyridine library has been developed. The syntheses were achieved by reacting diverse C,O-containing nucleophiles, aldehydes, and 2-aminoprop-1-ene-1,1,3-tricarbonitrile under microwave irradiation, providing 50 examples of chemically and biomedically significant pyrano[2,3-b]pyridine analogues with the concomitant formation of two new rings and four σ bonds. This procedure features short reaction times, low-cost, and easily available starting materials, reliable scalability and mild reaction conditions, as well as operational simplicity.
authors.affiliation: School of Chemistry and Chemical Engineering, Key Laboratory of Green Synthetic Chemistry for Functional Materials, Jiangsu Normal University , Xuzhou, 221116, P. R. China.
authors.forename: Xing-Jun
authors.initials: XJ
authors.lastname: Tu
authors.forename: Wei
authors.initials: W
authors.lastname: Fan
authors.forename: Wen-Juan
authors.initials: WJ
authors.lastname: Hao
authors.forename: Bo
authors.initials: B
authors.lastname: Jiang
authors.forename: Shu-Jiang
authors.initials: SJ
authors.lastname: Tu
mesh_terms: D020650:Combinatorial Chemistry Techniques; D003500:Cyclization; D008872:Microwaves; D011714:Pyrans / Q000138:chemical synthesis* / Q000737:chemistry; D011725:Pyridines / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D011714:Pyrans; D011725:Pyridines
keywords: bis-pyrans; microwave irradiation; pyrano[2,3-b]pyridines; three-component bicyclization