Fenner Tahli, Schiesser Carl H
School of Chemistry, Bio21 Molecular Science and Biotechnology Institute, The University of Melbourne, Victoria, Australia.
Molecules. 2004 May 31;9(6):472-9. doi: 10.3390/90600472.
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.
2-乙氧羰基-2-(2-(苄基硒基)吡啶-3-基)十三烷羧酸(20)的硫代肟酸酯衍生物21经光解,以89%的产率得到2-十二烷基-2-乙氧羰基-2,3-二氢硒杂环戊并[2,3 -b]吡啶(22),该过程可能涉及叔烷基自由基对硒的分子内均裂取代并失去一个苄基自由基。本文描述了将该方法扩展用于制备吡啶稠合的抗氧化剂硒类似物的研究工作。