54934-51-9Relevant academic research and scientific papers
Selective Palladium-Catalyzed α,β-Homodiarylation of Vinyl Esters in Aqueous Medium
Brodzka, Anna,Koszelewski, Dominik,Ostaszewski, Ryszard,Trzepizur, Damian,Wilk, Monika
supporting information, p. 6028 - 6036 (2021/12/10)
A palladium-catalyzed 1,2-diarylation of vinyl esters with arylboronic acids in water has been developed. This newly elaborated protocol features a good functional group tolerance and provides one-step access to 1,2-diarylethanol derivatives under mild reaction conditions. The presented reaction can be carried out in the water at ambient temperature without the addition of any ligands, what makes this procedure environmentally benign. The transformation occurs within a single catalytic cycle and is feasible due to the modification of transition metal catalytic activity through the influence of π-acceptor olefin (benzoquinone) as well as water as a medium. Moreover, this protocol allows to generate entire compound libraries (highly profitable in medicinal chemistry) and utilizes sustainable arylboronic acids as coupling partners under mild conditions. It is also noted that the structure of boron moiety has a great impact on the reaction selectivity, the usage of sterically hindered esters of arylboronic acids influence the reaction course towards stilbenes.
Alkene Oxyalkylation Enabled by Merging Rhenium Catalysis with Hypervalent Iodine(III) Reagents via Decarboxylation
Wang, Yin,Zhang, Lei,Yang, Yunhui,Zhang, Ping,Du, Zhenting,Wang, Congyang
supporting information, p. 18048 - 18051 (2014/01/06)
Rhenium-catalyzed oxyalkylation of alkenes is described, where hypervalent iodine(III) reagents derived from widely occurring aliphatic carboxylic acids were used as, for the first time, not only an oxygenation source but also an alkylation source via decarboxylation. The reaction also features a wide substrate scope, totally regiospecific difunctionalization, mild reaction conditions, and ready availability of both substrates. Mechanistic studies revealed a decarboxylation/radical-addition/cation-trapping cascade operating in the reaction.
A New Radical Decarboxylation Reaction for the Conversion of Carboxylic Acids into Hydrocarbons
Barton, Derek H. R.,Dowlatshahi, Hussein A.,Motherwell, William B.,Villemin, Didier
, p. 732 - 733 (2007/10/02)
The esters of trans-9-hydroxy-10-phenylthio- or -10-chloro-9,10-dihydrophenanthrene are smoothly reduced under neutral conditions by tri-n-butylstannane to furnish, by radical elimination, phenanthrene and the nor-hydrocarbon formed from decomposition of the corresponding acyloxy radical.
