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Tandem Blaise/Palladium-Catalyzed Ullmann Coupling for the One-Pot Synthesis of Enamino Ester-Functionalized Biaryls from Nitriles

Title
Tandem Blaise/Palladium-Catalyzed Ullmann Coupling for the One-Pot Synthesis of Enamino Ester-Functionalized Biaryls from Nitriles
Authors
Xuan, ZiKim, Ju HyunLee, Sang-gi
Ewha Authors
이상기김주현
SCOPUS Author ID
이상기scopus
Issue Date
2015
Journal Title
JOURNAL OF ORGANIC CHEMISTRY
ISSN
0022-3263JCR Link
Citation
vol. 80, no. 15, pp. 7824 - 7829
Publisher
AMER CHEMICAL SOC
Indexed
SCI; SCIE; SCOPUS WOS scopus
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 esterfunctionalized 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.
DOI
10.1021/acs.joc.5b01375
Appears in Collections:
자연과학대학 > 화학·나노과학전공 > Journal papers
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