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Pd-Catalyzed Aminocarbonylation of the Blaise Reaction Intermediate: One-Pot Synthesis of (Z)-3-Methyleneisoindolin-1-ones from Nitriles

Title
Pd-Catalyzed Aminocarbonylation of the Blaise Reaction Intermediate: One-Pot Synthesis of (Z)-3-Methyleneisoindolin-1-ones from Nitriles
Authors
Xuan Z.Jung D.J.Jeon H.J.Lee S.-G.
Ewha Authors
이상기
SCOPUS Author ID
이상기scopus
Issue Date
2016
Journal Title
Journal of Organic Chemistry
ISSN
0022-3263JCR Link
Citation
vol. 81, no. 20, pp. 10094 - 10098
Publisher
American Chemical Society
Indexed
SCI; SCIE; SCOPUS WOS scopus
Abstract
A highly efficient method for the one-pot synthesis of stereocontrolled (Z)-3-methyleneisoindolin-1-ones was developed starting from 2-bromoarylnitriles via tandem sequential reaction with a Reformatsky reagent (Blaise reaction), followed by Pd-catalyzed intramolecular aminocarbonylation with carbon monoxide at 1 atm pressure. It has been found that the conformational flexibility of the bisphophine ligand is of great importance to the success of this tandem aminocarbonylation reaction. © 2016 American Chemical Society.
DOI
10.1021/acs.joc.6b02095
Appears in Collections:
자연과학대학 > 화학·나노과학전공 > Journal papers
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