38491-45-1Relevant academic research and scientific papers
Palladium catalyzed direct benzylation/allylation of malonates with alcohols-: In situ C-O bond activation
Cao, Xueqin,Zhang, Yugen
supporting information, p. 2638 - 2641 (2016/05/24)
High step- and atom-economy are the endlessly pursued in organic and pharmaceutical syntheses. Herein, a new method for directly coupling benzyl/allyl alcohols with malonates via a palladium catalyzed Tsuji-Trost type reaction was developed. The reaction was carried out in an organic carbonate solvent which would activate alcohols in situ, replacing the traditional pre-synthesized carbonates. The new process demonstrated high efficiency, high selectivity and high generality. A wide variety of mono-substituted and bis-substituted malonates were selectively produced under different conditions, and this method represents a more step- and atom-economical and environmentally benign synthetic protocol.
Pentavalent Organobismuth Reagents. Part 3. Phenylation of Enols and of Enolate and other Anions
Barton, Derek H. R.,Blazejewski, Jean-Claude,Charpiot, Brigitte,Finet, Jean-Pierre,Motherwell, William B.,et al.
, p. 2667 - 2676 (2007/10/02)
The phenylation of enols and of enolate anions of ketones, β-diketones and keto esters has been studied using a range of Bi reagents.Under basic conditions C-phenylation is observed and, even hindered, perphenylated compounds are easily synthesized.Under neutral and acidic conditions ordinary ketones do not react and enolic systems give O-phenylation.A number of other anions have been phenylated under basic conditions, including the key compound indole wich mainly gave 3-C-phenylation.All these reactions can be supposed to have one of two alternative mechanisms, which parallel the two mechanisms proposed for the phenylation of phenols.
Observations on the Cleavage of the Bismuth-carbon bond in BiV Compounds: a New Arylation Reaction
Barton, Derek H. R.,Lester, David J.,Motherwell, William B.,Papoula, M. Teresa Barros
, p. 246 - 247 (2007/10/02)
Further examples of the selectivity of pentavalent triaryl-organobismuth oxidants are presented; deuterium labelling studies have established that the mechanism of oxidation of allylic alcohols by these reagents involves, to some extent, cleavage of the bismuth-aryl bond; several reactions involving the synthetically useful transfer of an aryl group from bismuth to nitrogen and to carbon are described.
