Journal of Organic Chemistry p. 4658 - 4662 (1981)
Update date:2022-08-03
Topics:
Smith, James G.
Welankiwar, Sudha S.
Chu, Noreen G.
Lai, Eric H.
Sondheimer, Susan J.
A synthetic route to 7-acetoxybenzanthracenes is described based on the generation of 1-benzylisobenzofurans and their capture with methyl acrylate in a Diels-Alder reaction.The 1,4-epoxy-1,2,3,4-tetrahydronaphthalene derivatives so formed are aromatized to naphthoate esters under acidic conditions and hydrolyzed to the naphthoic acids, and these are cyclized to the 7-acetoxybenzanthracenes with zinc chloride in acetic anhydride.
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Doi:10.1039/c39810000550
(1981)Doi:10.1002/ejic.200300637
(2004)Doi:10.1039/jr9420000018
(1942)Doi:10.1016/j.tetlet.2017.11.003
(2017)Doi:10.1021/jm049681p
(2004)Doi:10.1016/j.bmcl.2004.08.002
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