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Some Synthetic Studies Related to Perylenequinones
Author(s) -
Zhao Chen,
Zhang XuSheng,
Zhang Pang
Publication year - 1993
Publication title -
liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0170-2041
DOI - 10.1002/jlac.199319930107
Subject(s) - chemistry , demethylation , regioselectivity , stereochemistry , oxidative coupling of methane , phenol , methylation , organic chemistry , biochemistry , dna methylation , dna , gene expression , methane , gene , catalysis
Two closely related routes to dimethyl 3,10‐dihydro‐2,11‐dihydroxy‐4,6,7,9‐tetramethoxy‐3,10‐dioxo‐1,12‐perylenediacetate ( 10 ), one involving Ullmann phenol coupling and the other by double oxidative coupling are described. Regioselective demethylation of 10 followed by methylation or vice versa yields dimethyl 3,10‐dihydro‐4,9‐dihydroxy‐2,6,7,11‐tetramethoxy‐3,10‐dioxo‐1,12‐perylenediacetate ( 22 ) which, except for its side chains, structurally resembles some of the natural perylenequinones.