palladium-catalyzed regioselective alkoxylation via c-h bond activation in the dihydrobenzo[c]acridine series

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ID: 219425
2018
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Abstract
5,6-Dihydrobenzo[c]acridine belongs to the large aza-polycyclic compound family. Such molecules are not fully planar due to the presence of a partially hydrogenated ring. This paper describes the first Pd-catalyzed alkoxylation via C-H bond activation of variously substituted 5,6-dihydrobenzo[c]acridines. We determined suitable conditions to promote the selective formation of C-O bonds using 10% Pd(OAc)2, PhI(OAc)2 (2 eq.) and MeOH as the best combination of oxidant and solvent, respectively. Under these conditions, 5,6-dihydrobenzo[c]acridines bearing substituents at both rings A and D were successfully functionalized, giving access to polysubstitutited acridine motifs.
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large2018catalystspalladium-catalyzed Use this key to autocite in the manuscript while using SciMatic Manuscript Manager or Thesis Manager
Authors ;Benjamin Large;Flavien Bourdreux;Aurélie Damond;Anne Gaucher;Damien Prim
Journal journal of essential oil research
Year 2018
DOI
10.3390/catal8040139
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