Organometallic Chemistry Laboratory and RIKEN Center for Sustainable Resource Science, RIKEN, 2-1 Hirosawa, Wako, Saitama 351-0198 (Japan).
Chemistry. 2015 Jun 1;21(23):8394-8. doi: 10.1002/chem.201501121. Epub 2015 Apr 21.
The catalytic C-H addition of pyridines to allenes has been achieved for the first time by using a half-sandwich scandium catalyst, thus constituting a straightforward and atom-economical route for the synthesis of alkenylated pyridine derivatives. The reaction proceeded regio- and stereoselectively, affording a new family of alkenylated pyridine compounds which are otherwise difficult to synthesize. A cationic Sc-η(2) -pyridyl species was isolated and confirmed to be a key catalyst species in this transformation.
首次使用半夹心钪催化剂实现了吡啶与丙二烯的催化 C-H 加成,从而为烯基化吡啶衍生物的合成提供了一种直接且原子经济性的路线。反应具有区域和立体选择性,提供了一类新的烯基化吡啶化合物,否则这些化合物很难合成。分离并证实了阳离子 Sc-η(2)-吡啶物种是该转化中的关键催化剂物种。