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Synthesis 1988; 1988(3): 215-217
DOI: 10.1055/s-1988-27515
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Specific Synthesis of 1-Substituted Phenothiazines Using Carbon Dioxide Protection of the NH Group During Lithiation

Alan R. Katritzky* , Luis M. Vazquez de Miguel, Gordon W. Rewcastle
  • *Department of Chemistry, University of Florida, Gainesville, FL 32611, USA
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Publication Date:
20 August 2002 (online)

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The lithiation of phenothiazine when protected as the lithium salt of its carbamate occurs exclusively at the C-1 carbon atom. Reaction of the lithiated species with a variety of electrophiles readily produced several new 1-substituted phenothiazines, as well as a number of known compounds in superior yield to existing methods.