title: A tandem Mannich addition-palladium catalyzed ring-closing route toward 4-substituted-3(2H)-furanones.
abstract: A facile route towards highly functionalized 3(2H)-furanones via a sequential Mannich addition-palladium catalyzed ring closing has been elaborated. The reaction of 4-chloroacetoacetate esters with imines derived from aliphatic and aromatic aldehydes under palladium catalysis afforded 4-substituted furanones in good to excellent yields. 4-Hydrazino-3(2H)-furanones could also be synthesized from diazo esters in excellent yields by utilising the developed strategy. We could also efficiently transform the substituted furanones to aza-prostaglandin analogues.
authors.affiliation: Institute für Organische Chemie, Technische Universität Braunschweig, Hagenring 30, D-38106 Braunschweig, Germany, /391.
authors.forename: Jubi
authors.initials: J
authors.lastname: John
authors.affiliation: Institute für Organische Chemie, Technische Universität Braunschweig, Hagenring 30, D-38106 Braunschweig, Germany, /391.
authors.forename: Eliza
authors.initials: E
authors.lastname: Târcoveanu
authors.affiliation: Institut für Anorganische und Analytische Chemie, Technische Universität Braunschweig, Hagenring 30, D-38106 Braunschweig, Germany.
authors.forename: Peter G
authors.initials: PG
authors.lastname: Jones
authors.affiliation: Institute für Organische Chemie, Technische Universität Braunschweig, Hagenring 30, D-38106 Braunschweig, Germany, /391.
authors.forename: Henning
authors.initials: H
authors.lastname: Hopf
keywords: 3(2H)-furanone; Mannich addition; aza-prostaglandin analogue; palladium catalysis; tandem reaction