Journal
RSC ADVANCES
Volume 5, Issue 7, Pages 5288-5294Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c4ra12479k
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Funding
- National Natural Science Foundation of China [21272280, 81201716]
- Science & Technology Program of Guangdong Province and Guangzhou City [2011A081401002, 2014J4100224]
- Guangdong Natural Science Foundation [S2013010014278]
- Guangdong Provincial Key Laboratory of Construction Foundation [2011A060901014]
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An efficient method for the assembly of novel and diversified benzo-fused N-heterocycles mediated by the biomass-derived N-arylated 2-aminophenol (1) has been established. Four kinds of benzo-fused N-heterocycles with six-to eight-membered ring systems, including N-arylated dibenzo[b, e][1,4] oxazepin-11(5H)-ones (4), acridones (5), 7,12-dihydrodibenzo[b, e][1,4] oxazocin-6H-ones (6) and dibenzo [b, f] azepin-10(11H)-ones (7) have been efficiently synthesized in good to excellent yields, respectively. This process is comprised of the N-arylation reaction between N-arylated 2-aminophenols (1) and 2-halogenated benzoic or phenylacetic acids to afford a series of mutli-functionalized triarylamines (3), followed by chemo-and regio-selective intramolecular lactonization or acylation under mild conditions.
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