3‑Boryl-2,1-borazaronaphthalene: Umpolung Reagents for Diversifying Naphthalene Isosteres

3‑Boryl-2,1-borazaronaphthalene: Umpolung Reagents for Diversifying Naphthalene Isosteres

A Pd-catalyzed Miyaura borylation of 3-bromo-2,1-borazaronaphthalenes is reported. This method allows the formation of umpolung reagents for subsequent Pd-mediated cross-coupling. Coupling of this nucleophilic partner with a variety of commercially available aryl- and heteroaryl halides allows facil...

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Veröffentlicht in:Journal of organic chemistry 2018-08, Vol.83 (16), p.9484-9491
Hauptverfasser: Compton, Jordan S, Saeednia, Borna, Kelly, Christopher B, Molander, Gary A
Format: Artikel
Sprache:eng
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Zusammenfassung:A Pd-catalyzed Miyaura borylation of 3-bromo-2,1-borazaronaphthalenes is reported. This method allows the formation of umpolung reagents for subsequent Pd-mediated cross-coupling. Coupling of this nucleophilic partner with a variety of commercially available aryl- and heteroaryl halides allows facile and rapid diversification of these cores.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.8b01197