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Preparation of Novel Selenopenams by Intramolecular Homolytic Substitution
Molecules 2004, 9(6), 472-479; doi:10.3390/90600472
Article

Toward Pyridine-Fused Selenium-Containing Antioxidants

 and *
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. Free radical; homolytic substitution; selenium; antioxidants.
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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

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