672263-60-4Relevant articles and documents
Regio- and Stereoselective Cyanotriflation of Alkynes Using Aryl(cyano)iodonium Triflates
Wang, Xi,Studer, Armido
supporting information, p. 2977 - 2980 (2016/03/19)
A novel, mild, and versatile approach for regioselective syn-addition of both the CN and OTf groups of aryl(cyano)iodonium triflates to alkynes is described. The reaction uses Fe-catalysis and can be conducted in gram scale. Products of the vicinal cyanotriflation can be stereospecifically readily further functionalized, rendering the method highly valuable.
Stereodivergent zinc-mediated three-component synthesis of tri- and tetrasubstituted alkenes
Miersch, Anne,Hilt, Gerhard
supporting information; experimental part, p. 9798 - 9801 (2012/09/07)
Zinc simple: The loading-dependent zinc-mediated addition of benzyl bromides to alkynes is the key step for the formation of vinyl bromides. In combination with a palladium-catalyzed Suzuki cross-coupling reaction with boronic acids, tri- and tetrasubstit
C(sp2)-C(sp) and C(sp)-C(sp) Coupling Reactions Catalyzed by Oxime-Derived Palladacycles
Alonso, Diego A.,Na?jera, Carmen,Pacheco, Ma. Carmen
, p. 1146 - 1158 (2007/10/03)
Oxime-derived chloro-bridged palladacycle 8a, derived from 4,4′-dichlorobenzophenone, is an efficient pre-catalyst for the copper- and amine-free Sonogashira coupling between terminal acetylenes and aryl iodides and aryl and vinyl bromides achieving turnover numbers (TON) of up to 72000. Catalyst 8a has also been shown as a effective promoter for the sila-Sonogashira coupling between 1-(trimethylsilyl)alkynes and aryl iodides and bromides in the presence of CuI or Bu4NBr as co-catalysts. This complex also catalyzes efficiently the homocoupling reaction (Glaser-type coupling) between 1-alkynes in NMP at room temperature with TONs of up to 1000. All the reactions can be performed under air and employing reagent-grade chemicals under very low loading conditions, which demonstrates the versatility and high activity of oxime-derived palladacycles.