Font Size: a A A

Studies On The Transition Metal-catalyzed Cyanation And Arylation Of Arene

Posted on:2014-08-26Degree:MasterType:Thesis
Country:ChinaCandidate:X Y RenFull Text:PDF
GTID:2251330401976244Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
C–C-bond formation reaction and function transformation are themost basic reaction in organic synthesis, which is easy to transform smallmolecular compounds into complicated compounds. Therefore, C–C bondformation reaction is key in organic chemistry. Among which, thecyanation reaction and arylation reaction are powerful and versatile routesto the formation of C-C bonds. This dissertation consisits of two parts:In part one, the reviews focused on the development of thetransition-metal-catalyzed cyanation. A palladium-catalyzed cyanation ofindole C–H bonds with the combination of NH4HCO3and DMSO as asafe cyanide source is reported. The CN-was detected by indicator paperwhen the combination of NH4HCO3, DMSO and Cu(OAc)2was heating.Also, the preliminary mechanism was investigated.In part two, the recent research progress on the transitionmetal-catalyzed decarboxylative coupling reaction was conciselyreviewed and a copper-mediated direct arylation of benzo[d]oxazoles sp2C-H bonds was achieved via the decarboxylation of carboxylic anhydrideformed in situ by the reaction of carboxylic chloride. The reactioncondition is simple and avoid of the expensive metal such as rhodium and palladium, which tolerates a series of functional groups and proceedssmoothly with good yields. Moreover, the preliminary mechanism wasstudied.
Keywords/Search Tags:cyanation, safety cyanide source, benzoxazole, arylation, carboxylic chloride
PDF Full Text Request
Related items