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An expedient and divergent tandem one-pot synthesis of pyrimidin-2,4-diones using the blaise reaction intermediate

Title
An expedient and divergent tandem one-pot synthesis of pyrimidin-2,4-diones using the blaise reaction intermediate
Authors
Chun Y.S.Xuan Z.Kim J.H.Lee S.-G.
Ewha Authors
이상기김주현
SCOPUS Author ID
이상기scopus
Issue Date
2013
Journal Title
Organic Letters
ISSN
1523-7060JCR Link
Citation
vol. 15, no. 12, pp. 3162 - 3165
Indexed
SCI; SCIE; SCOPUS WOS scopus
Abstract
A novel divergent tandem one-pot method for the synthesis of 3,5,6-trisubstituted 1H-pyrimidin-2,4-dione derivatives is developed. In the presence of 10 mol % of Cu(OAc)2, the α-substituted Blaise reaction intermediates (R2 ≠ H) reacted with isocyanates chemoselectively to afford pyrimidin-2,4-diones, whereas the α-unsubstituted Blaise reaction intermediate (R2 = H) showed a propensity to be a C-nucleophile toward electrophiles, permitting the installation of different functionalities at the 5-position through sequential tandem reactions. © 2013 American Chemical Society.
DOI
10.1021/ol401389j
Appears in Collections:
자연과학대학 > 화학·나노과학전공 > Journal papers
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