Toward Pyridine-Fused Selenium-Containing Antioxidants

doi:10.3390/90600472

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Molecules 2004, 9(6), 472-479; doi:10.3390/90600472

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Toward Pyridine-Fused Selenium-Containing Antioxidants

Tahli Fenner and Carl H. Schiesser*

School of Chemistry, Bio21 Molecular Science and Biotechnology Institute, The University of Melbourne, Victoria, Australia

* Author to whom correspondence should be addressed.

Received: 17 February 2004 / Accepted: 21 February 2004 / Published: 31 May 2004

(This article belongs to the Special Issue RACI 2003 symposium)

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Abstract: Photolysis of the thiohydroximate ester derivative 21 of 2-carboethoxy-2-(2- (benzylseleno)pyridin-3-yl)tridecylcarboxylic acid (20) affords 2-dodecyl-2- carboethoxy-2,3-dihydroselenolo[2,3-b]pyridine (22) in 89% yield in a process presumably involving intramolecular homolytic substitution by a tertiary alkyl radical at selenium with loss of a benzyl radical. Work toward extending this methodology to the preparation of pyridine-fused selenium analogues of antioxidants is described.

Keywords: Free radical; homolytic substitution; selenium; antioxidants.

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Cite This Article

MDPI and ACS Style

Fenner, T.; Schiesser, C.H. Toward Pyridine-Fused Selenium-Containing Antioxidants. Molecules 2004, 9, 472-479.

AMA Style

Fenner T, Schiesser CH. Toward Pyridine-Fused Selenium-Containing Antioxidants. Molecules. 2004; 9(6):472-479.

Chicago/Turabian Style

Fenner, Tahli; Schiesser, Carl H. 2004. "Toward Pyridine-Fused Selenium-Containing Antioxidants." Molecules 9, no. 6: 472-479.

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