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Issue 24, 2009
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An efficient copper-catalyzed synthesis of hexahydro-1H- phenothiazines

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Abstract

Hexahydro-1H-phenothiazine moieties can be synthesized by domino aziridine ring opening with o-halothiophenols followed by copper-catalyzed Goldberg coupling–cyclization with good to excellent yields. Less reactive o-chlorothiophenols are also successfully utilized for the domino reaction to synthesize phenothiazine derivatives. This methodology is successfully applied in the synthesis of phenothiazine skeletons containing biologically active molecules such as antihistamine agents.

Graphical abstract: An efficient copper-catalyzed synthesis of hexahydro-1H- phenothiazines

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Article information


Submitted
12 Aug 2009
Accepted
25 Sep 2009
First published
23 Oct 2009

Org. Biomol. Chem., 2009,7, 5091-5097
Article type
Paper

An efficient copper-catalyzed synthesis of hexahydro-1H- phenothiazines

D. J. C. Prasad and G. Sekar, Org. Biomol. Chem., 2009, 7, 5091
DOI: 10.1039/B916664E

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