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Molecules 2008, 13(6), 1345-1352; doi:10.3390/molecules13061345

Ring Contracting Sulfur Extrusion from Oxidized Phenothiazine Ring Systems

*  and
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.
Keywords: Phenothiazine; Desulfurization; Sulfoxides; Sulfones Phenothiazine; Desulfurization; Sulfoxides; Sulfones
This is an open access article distributed under the Creative Commons Attribution License (CC BY) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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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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