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16.16.5.1.1 1-Chlorophenazines by Selective Cathodic Reduction of 3,3,6,6-Tetrachlorocyclohexa-1,2-dione

DOI: 10.1055/sos-SD-116-01265

Ambhaikar, N. B.Science of Synthesis Knowledge Updates, (20202194.

Unsymmetrically substituted phenazines are generally challenging synthetic targets. However, they are often accessible from the corresponding unsymmetrical halophenazines.[‌16‌,‌17‌] Chlorophenazines are a useful class of compounds that provide an entry to several functionalized phenazine derivatives through nucleophilic substitution and other related reactions.[‌18‌‌24‌] An interesting and efficient method for the synthesis of 1-chlorophenazines is based on the use of 3,6,6-trichloro-2-hydroxycyclohex-2-en-1-one (1), which is the synthetic equivalent of 3-chlorocyclohexa-3,5-diene-1,2-dione (2; Scheme 3).[‌25‌]

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References


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