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- W2950381605 abstract "The scope of a flexible route to unsymmetrically functionalized bipyridines is described. Starting from 1,3-diketones 1a–e, the corresponding β-ketoenamines 2a–e were converted into different β-ketoenamides 3a–g by N-acylation with 2-pyridinecarboxylic acid derivatives. These β-ketoenamides were treated with a mixture of TMSOTf and Hunig’s base to promote the cyclocondensation to 4-hydroxypyridine derivatives. Their immediate O-nonaflation employing nonafluorobutanesulfonyl fluoride provided the expected 4-nonafloxy-substituted bipyridine derivatives 5a–g in moderate to good overall yields. The bipyridyl nonaflates are excellent precursors for palladium-catalyzed reactions as demonstrated by representative Suzuki and Sonogashira couplings. Thus, a library of specifically substituted bipyridine derivatives was generated, showing the versatility of the simple 1,3-diketone-based approach to this important class of ligands." @default.
- W2950381605 created "2019-06-27" @default.
- W2950381605 creator A5043767986 @default.
- W2950381605 creator A5081413658 @default.
- W2950381605 date "2016-07-01" @default.
- W2950381605 modified "2023-10-17" @default.
- W2950381605 title "ChemInform Abstract: Synthesis of Highly Functionalized 2,2′-Bipyridines by Cyclocondensation of β-Ketoenamides - Scope and Limitations." @default.
- W2950381605 cites W2418037054 @default.
- W2950381605 doi "https://doi.org/10.1002/chin.201633146" @default.
- W2950381605 hasPublicationYear "2016" @default.
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