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DOI:
10.1055/sos-SD-028-00338
Krohn, K.; Böker, N., Science of Synthesis, (2006) 28, 412.
Lithiated (cyanomethyl)benzoates 129 add to intermediate arynes to give 10-hydroxyanthracene-9-carbonitriles 131 that can be oxidized to give anthra-9,10-quinones 132 in a one-pot reaction (Scheme 35).[322] The lithiated species 129, obtained by lithiation of 2-(cyanomethyl)benzoates 128 with lithium diisopropylamide, react with arynes generated in situ from bromoarenes 130 to give the 10-hydroxyanthracene-9-carbonitriles 131. These can be oxidized by alkaline hydrogen peroxide to give the corresponding anthraquinones 132.
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References
| [322] | Meeeee, M. M.; Meeeeeeee, M. M.; Meeee, M.; Meeee, M. M., M. Mee. Meee., (8888) 88, 8888. |
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