title: Successive regioselective metalations of fused heterocycles: synthesis of polyfunctionalized furo[3,2-b]pyridines.
abstract: The furopyridine framework was chosen as a target for a lithiation study, in order to define the most effective conditions leading to the total functionalization of the heterocycle. Consequently, a detailed procedure for successive regioselective lithiations/electrophilic trapping of furo[3,2-b]pyridines is described and afforded several polyfunctionalized derivatives in good overall yields. A Pd-catalyzed cross-coupling reaction is also described and easily yielded the 7,7'-bifuro[3,2-b]pyridine.
authors.affiliation: Groupe Hétérocycles: Réactivité et Interaction (HECRIN), SRSMC UMR CNRS 7565, Université de Lorraine, B.P. 239, Boulevard des Aiguillettes, F-54506 Vandoeuvre-lès-Nancy, France.
authors.forename: Adeline
authors.initials: A
authors.lastname: Jasselin-Hinschberger
authors.forename: Corinne
authors.initials: C
authors.lastname: Comoy
authors.forename: Anthony
authors.initials: A
authors.lastname: Chartoire
authors.forename: Yves
authors.initials: Y
authors.lastname: Fort
mesh_terms: D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry; D006571:Heterocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D011108:Polymers / Q000138:chemical synthesis* / Q000737:chemistry; D011725:Pyridines / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D005663:Furans; D006571:Heterocyclic Compounds; D011108:Polymers; D011725:Pyridines; C584630:furo(3,2-b)pyridine