Tetrahedron p. 623 - 628 (1983)
Update date:2022-07-29
Topics:
Aubry, J. M.
Schmitz, C.
Rigaudy, J.
Cuong, Nguyen Kim
Condensation of benzaldehyde with veratrole in acidic media affords a one-pot synthesis of 2,3,6,7-tetramethoxy-9,10-diphenylanthracene 1f.The reaction of 1f with dimethyl acetylenedicarboxylate does not yield the expected adduct but leads directly to the tetramethyl 9,10-diphenylanthracene-2,3,6,7-tetracarboxylate 9b and other products, through successive cyclo-additions followed by spontaneous eliminations of dimethoxyacetylene or methoxycarbyne.
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Doi:10.1021/jo301919e
(2013)Doi:10.1016/j.jorganchem.2005.05.041
(2005)Doi:10.1021/ja00356a050
(1983)Doi:10.1055/s-2005-871932
(2005)Doi:10.1016/0031-9422(73)85029-0
(1973)Doi:10.1016/S0022-328X(00)85863-5
(1982)
