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Open AccessFeature PaperCommunication

Palladium-Catalyzed Regioselective Alkoxylation via C-H Bond Activation in the Dihydrobenzo[c]acridine Series

Institut Lavoisier de Versailles, UVSQ, CNRS, Université Paris-Saclay, 78035 Versailles, France
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Author to whom correspondence should be addressed.
Catalysts 2018, 8(4), 139; https://doi.org/10.3390/catal8040139
Received: 12 March 2018 / Revised: 26 March 2018 / Accepted: 29 March 2018 / Published: 31 March 2018
(This article belongs to the Special Issue Catalyzed Mizoroki–Heck Reaction or C–H activation)
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. View Full-Text
Keywords: C-H activation; palladium; alkoxylation; dihydrobenzo[c]acridine C-H activation; palladium; alkoxylation; dihydrobenzo[c]acridine
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MDPI and ACS Style

Large, B.; Bourdreux, F.; Damond, A.; Gaucher, A.; Prim, D. Palladium-Catalyzed Regioselective Alkoxylation via C-H Bond Activation in the Dihydrobenzo[c]acridine Series. Catalysts 2018, 8, 139.

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