A general, regiospecific synthesis of highly substituted quinones
LS Liebeskind, S Iyer, CF Jewell Jr
Index: Liebeskind, Lanny S.; Iyer, Suresh; Jewell, Charles F. Journal of Organic Chemistry, 1986 , vol. 51, # 15 p. 3065 - 3067
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Citation Number: 119
Abstract
Summary: A general route to a wide variety of substituted quinones (furyl, indolo, pyrrolo, quinolino, naphtho, and anthra) has been developed via the thermolysis (160 OC, xylene) and subsequent oxidation (air or Ce4+) of 4-hydroxy-4-substituted-cyclobutenones (eq 1) and 2-hydroxy-2-substituted-benzocyclobutenones which were formed by the regioselective addition of an appropriate aryl or heteroaryl (etc.) lithium reagent to the corresponding ...
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