138622-99-8Relevant academic research and scientific papers
Catalytic α-Hydroarylation of Acrylates and Acrylamides via an Interrupted Hydrodehalogenation Reaction
Cherney, Emily C.,Engle, Keary M.,Gurak, John A.,Joe, Candice L.,Vasquez, Alena M.
supporting information, p. 10477 - 10484 (2020/08/07)
The palladium-catalyzed, α-selective hydroarylation of acrylates and acrylamides is reported. Under optimized conditions, this method is highly tolerant of a wide range of substrates including those with base sensitive functional groups and/or multiple enolizable carbonyl groups. A detailed mechanistic study was undertaken, and the high selectivity of this transformation was shown to be enabled by the formation of a [PdII(Ar)(H)] intermediate, which performs selective hydride insertion into the β-position of α,β-unsaturated carbonyl compounds.
A chemoselective Reformatsky-Negishi approach to α-haloaryl esters
Wong, Brian,Linghu, Xin,Crawford, James J.,Drobnick, Joy,Lee, Wendy,Zhang, Haiming
, p. 1508 - 1515 (2014/02/14)
A practical synthesis of α-haloaryl esters has been achieved via a chemoselective Negishi coupling of poly-halogenated aromatics and Reformatsky reagents in the presence of catalytic Pd(dba)2 and Xantphos. This chemistry tolerates a variety of aryl halides and was successfully applied to the synthesis of Ibuprofen. The α-haloaryl ester products, exemplified by ethyl 2-(4-bromo-2-chlorophenyl)acetate (3a), can be further functionalized via palladium or copper catalysis to afford an array of α-aryl esters.
A simple one-pot synthesis of 2-aryl-propionic t-butyl esters by carbonylation
Prasad, Chalasani S N,Adapa, Srinivas R
, p. 1067 - 1068 (2007/10/02)
A mild and convenient, one-pot synthetic laboratory procedure for t-butoxycarbonylation of arylhalogenoethyl derivatives is described.
