title: Ring-enlargement of dimethylaminopropenoyl cyclopropanes: an efficient route to substituted 2,3-dihydrofurans.
abstract: A convenient and efficient synthesis of substituted dihydrofurans is developed via ring-enlargement of 1-dimethylaminopropenoyl-1-carbamoyl/benzoyl cyclopropanes catalyzed by ammonium acetate in acetic acid with high regio- and stereoselectivity. Some of the newly synthesized substituted dihydrofurans are subjected to further synthetic transformation in the presence of NaOH (aq) in ethanol to afford the corresponding 5-aryl-2,3-dihydrofuro[3,2-c]pyridin-4(5H)-ones in high yields.
authors.affiliation: Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun, 130022, China.
authors.forename: Rui
authors.initials: R
authors.lastname: Zhang
authors.forename: Yongjiu
authors.initials: Y
authors.lastname: Liang
authors.forename: Guangyuan
authors.initials: G
authors.lastname: Zhou
authors.forename: Kewei
authors.initials: K
authors.lastname: Wang
authors.forename: Dewen
authors.initials: D
authors.lastname: Dong
mesh_terms: D000085:Acetates / Q000737:chemistry; D019342:Acetic Acid / Q000737:chemistry; D002384:Catalysis; D003521:Cyclopropanes / Q000737:chemistry*; D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000085:Acetates; D003521:Cyclopropanes; D005663:Furans; C073812:2,3-dihydrofuran; D019342:Acetic Acid; C018824:ammonium acetate