Zhao Mingyue, Barrado Alejandro G, Sprenger Kristin, Golz Christopher, Mata Ricardo A, Alcarazo Manuel
Institut für Organische und Biomolekulare Chemie, Georg August Universität Göttingen, Tammannstr 2, 37077 Göttingen, Germany.
Institut für Physikalische Chemie, Georg August Universität Göttingen, Tammannstr 6, 37077 Göttingen, Germany.
Org Lett. 2020 Jul 2;22(13):4932-4937. doi: 10.1021/acs.orglett.0c01204. Epub 2020 May 20.
A variety of appropriately substituted internal alkynes were transformed into the corresponding cyano-substituted phenanthrenes, dihydronaphthalenes, and cyclohepta-1,3,5-trienes in moderate to excellent yields by treatment with imidazolium thiocyanate , which serves as an easy to handle [CN] precursor, in the presence of BCl. The synthetic value of the method is additionally demonstrated by the transformation of the primarily obtained products into heavily substituted quinolines. Additionally, the dynamic properties of the prepared dibenzocyclohepta-1,3,5-trienes have been investigated.
通过用硫氰酸咪唑鎓（它作为一种易于操作的[CN]前体）在BCl存在下处理，多种适当取代的内炔以中等至优异的产率转化为相应的氰基取代的菲、二氢萘和环庚-1,3,5-三烯。该方法的合成价值还通过将最初得到的产物转化为高度取代的喹啉得到进一步证明。此外，还研究了所制备的二苯并环庚-1,3,5-三烯的动态性质。
