Hefei National Laboratory for Physical Sciences at the Microscale, Center for Excellence in Molecular Synthesis of CAS, and Department of Chemistry , University of Science and Technology of China , 96 Jinzhai Road , Hefei , Anhui 230026 , People's Republic of China.
State Key Laboratory of Elemento-Organic Chemistry , Nankai University , Tianjin 300071 , People's Republic of China.
Org Lett. 2018 Apr 20;20(8):2360-2364. doi: 10.1021/acs.orglett.8b00694. Epub 2018 Apr 6.
A radical borylative cyclization reaction of 1,6-dienes was developed to assemble boron-handled six-membered heterocycles and carbocycles. This reaction was initiated by the chemo- and regio-controlled addition of an N-heterocyclic carbene-boryl radical to one of the alkene tethers, followed by an intramolecular 6- exo cyclization to afford a six-membered ring framework. The utility of this method was demonstrated in the synthesis of diverse paroxetine analogues through late-stage derivatization of the boryl functional unit.
发展了一种 1,6-二烯的自由基硼化环化反应，用于构建硼处理的六元杂环和碳环。该反应由 N-杂环卡宾-硼自由基对其中一个烯烃键的化学和区域控制加成引发，随后进行分子内 6-endo 环化，得到一个六元环骨架。该方法的实用性通过硼官能团的后期衍生化合成各种帕罗西汀类似物得到了证明。
