title: Tandem Blaise/Palladium-Catalyzed Ullmann Coupling for the One-Pot Synthesis of Enamino Ester-Functionalized Biaryls from Nitriles.
abstract: A novel Pd-catalyzed Ullmann-type homocoupling reaction of the Blaise reaction intermediate generated by the reaction of 2-bromo arylnitriles and a Reformatsky reagent has been developed for one-pot synthesis of enamino ester-functionalized biaryls 2 in good yields. The 2,2'-substituted enamine moieties of the coupling products could be cyclized under acidic conditions through the conjugate addition/deamination cascade to afford the seven-membered N-heterocyclics 3 with biaryl backbone in excellent yields.
authors.affiliation: Department of Chemistry and Nano Science, Ewha Womans University, 120-750 Seoul, Korea.
authors.forename: Zi
authors.initials: Z
authors.lastname: Xuan
authors.affiliation: Department of Chemistry and Nano Science, Ewha Womans University, 120-750 Seoul, Korea.
authors.forename: Ju Hyun
authors.initials: JH
authors.lastname: Kim
authors.affiliation: Department of Chemistry and Nano Science, Ewha Womans University, 120-750 Seoul, Korea.
authors.forename: Sang-gi
authors.initials: SG
authors.lastname: Lee
mesh_terms: D002384:Catalysis; D003500:Cyclization; D003517:Cyclopentanes / Q000138:chemical synthesis* / Q000737:chemistry; D004952:Esters; D006571:Heterocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D009570:Nitriles / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry; D011725:Pyridines / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D003517:Cyclopentanes; D004952:Esters; D006571:Heterocyclic Compounds; D009570:Nitriles; D011725:Pyridines; C511582:cyclopentyl enamine; D010165:Palladium