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

Toward Pyridine-Fused Selenium-Containing Antioxidants

 and *
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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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 (CC BY) 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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