Direct diversification of unmasked quinazolin-4(3H)-ones through orthogonal reactivity modulation

Here we report a set of direct functionalization methods of unmasked 2-phenylquinazolin-4(3H)-ones, a privileged alkaloid core, without the installation/removal event of protecting groups or exogenous coordinating moieties. Divergent pathways were modulated with transition-metal catalysts by suppres...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2017, Vol.53 (75), p.10394-10397
Hauptverfasser: Lee, Jae Bin, Kang, Mi Eun, Kim, Joohee, Lee, Chang Young, Kee, Jung-Min, Myung, Kyungjae, Park, Jang-Ung, Hong, Sung You
Format: Artikel
Sprache:eng
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Zusammenfassung:Here we report a set of direct functionalization methods of unmasked 2-phenylquinazolin-4(3H)-ones, a privileged alkaloid core, without the installation/removal event of protecting groups or exogenous coordinating moieties. Divergent pathways were modulated with transition-metal catalysts by suppressing competitive reactivities, leading to N-arylation, annulative π-extension, or C-H fluorination.
ISSN:1359-7345
1364-548X
DOI:10.1039/c7cc05794f