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Molecules 2008, 13(6), 1345-1352;

Ring Contracting Sulfur Extrusion from Oxidized Phenothiazine Ring Systems

Department of Chemistry, Sonoma State University, 1801 East Cotati Avenue, Rohnert Park, California 94928, USA
Author to whom correspondence should be addressed.
Received: 1 June 2008 / Revised: 10 June 2008 / Accepted: 10 June 2008 / Published: 12 June 2008
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Lithium, used in conjunction with sodium metal, produces a high yield of carbazole when reacted with phenothiazine-5-oxide or phenothiazine-5,5-dioxide. A high yield of 9-ethylcarbazole is also produced when these reagents react with 10-ethylphenothiazine, 10-ethylphenothiazine-5-oxide, and 10-ethylphenothiazine-5,5-dioxide. Degassed Raney nickel produces carbazole in high yield when reacted with phenothiazine and phenothiazine-5-oxide. A moderate yield of 9-ethylcarbazole is produced when n-butyllithium is reacted with 10-ethylphenothiazine-5-oxide. View Full-Text
Keywords: Phenothiazine; Desulfurization; Sulfoxides; Sulfones Phenothiazine; Desulfurization; Sulfoxides; Sulfones

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Farmer, S.C.; Berg, S.H. Ring Contracting Sulfur Extrusion from Oxidized Phenothiazine Ring Systems. Molecules 2008, 13, 1345-1352.

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