1094615-20-9Relevant academic research and scientific papers
CO extrusion in homogeneous gold catalysis: Reactivity of gold acyl species generated through water addition to gold vinylidenes
Bucher, Janina,St?sser, Tim,Rudolph, Matthias,Rominger, Frank,Hashmi, A. Stephen K.
, p. 1666 - 1670 (2015/01/30)
Herein, we describe a new gold-catalyzed decarbonylative indene synthesis. Synergistic σ,π-activation of diyne substrates leads to gold vinylidene intermediates, which upon addition of water are transformed into gold acyl species, a type of organogold compound hitherto only scarcely reported. The latter are shown to undergo extrusion of CO, an elementary step completely unknown for homogeneous gold catalysis. By tuning the electronic and steric properties of the starting diyne systems, this new reactivity could be exploited for the synthesis of indene derivatives in high yields.
Competition studies in alkyne electrophilic cyclization reactions
Mehta, Saurabh,Waldo, Jesse P.,Larock, Richard C.
supporting information; experimental part, p. 1141 - 1147 (2009/07/11)
The relative reactivity of various functional groups toward alkyne electrophilic cyclization reactions has been studied. The required diarylalkynes have been prepared by consecutive Sonogashira reactions of appropriately substituted aryl halides and competitive cyclizations have been performed using I2, ICl, NBS and PhSeCl as electrophiles. The results indicate that the nucleophilicity of the competing functional groups, polarization of the alkyne triple bond, and the cationic nature of the intermediate are the most important factors in determining the outcome of these reactions.
