1256781-58-4Relevant articles and documents
Metal-free halogenation of arylboronate with N-halosuccinimide
Kamei, Toshiyuki,Ishibashi, Aoi,Shimada, Toyoshi
, p. 4245 - 4247 (2014/07/22)
Efficient bromination and chlorination of aryl pinacol boronates were accomplished without the addition of metal reagent. The reaction proceeded efficiently with electron-rich arylboronates or heteroarylboronates in DMF or acetonitrile, to afford mono-, d
Use of 2-bromophenylboronic esters as benzyne precursors in the Pd-catalyzed synthesis of triphenylenes
Garcia-Lopez, Jose-Antonio,Greaney, Michael F.
supporting information, p. 2338 - 2341 (2014/05/20)
ortho-Substituted aryl boronates are introduced as aryne precursors for transition-metal-catalyzed transformations. On treatment with tBuOK and Pd(0), metal-bound aryne intermediates are formed that undergo effective trimerization to form useful triphenylene compounds. For meta-substituted arynes, the 3:1 product ratio in favor of non-C3 symmetric material is indicative of a benzyne mechanism.