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28.1.4.1.4 Method 4: Phosphorus-Substituted Benzo-1,4-quinones by Addition/Elimination and Addition/Oxidation Sequences

DOI: 10.1055/sos-SD-028-00071

Lee, H.; Theodorakis, E. A.Science of Synthesis, (20062876.

In contrast to the well-known aminobenzo-1,4-quinones, there are only a few reports dealing with the synthesis of phosphorus-substituted benzoquinones. However, addition/elimination and addition/oxidation sequences are used and, for example, p-chloranil (2,3,5,6-tetrachlorobenzo-1,4-quinone, 26) reacts with triisopropyl phosphite in refluxing benzene to give benzo-1,4-quinone 2,3,5,6-tetrakis(diisopropyl phosphonate) (27) in 30% yield (Scheme 10).[‌30‌]

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