Preparation of 4-substituted 10-ethylphenothiazines

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Søren Ebdrup, Marianne Schou Jensen and Per Vedsø


Abstract

Under appropriate reaction conditions 10-ethylphenothiazine 1 undergoes lithiation at C-4 using an excess of sec-butyllithium–N,N,N′,N′-tetramethylethane-1,2-diamine in diethyl ether. Reaction of the lithiated intermediate with a variety of carbon, halogen, sulfur and silicon electrophiles affords several new 4-substituted 10-ethylphenothiazines 3a–i in good yields.


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