33367-54-3Relevant articles and documents
Scope and mechanism of the electrochemical Reformatsky reaction of α-haloesters on a graphite powder cathode in aqueous anolyte
De Souza, Carlos A.,Navarro, Marcelo,Bieber, Lothar W.,Areias, Madalena C.C.
, p. 118 - 126 (2014/05/06)
Six α-haloesters and eighteen carbonyl compounds were submitted to electrochemical coupling on a graphite powder cathode using aqueous anolyte free of organic solvents. Preparative yields of coupling products could be obtained with ethyl 2-bromoisobutyrate and aromatic aldehydes. Ethyl 2-bromopropionate was much less efficient. Extensive variation of applied potential, electrolyte composition, stoichiometry, catalyst, leaving halogen and activating substituents on the carbonyl compound led to the conclusion that the reaction mechanism in most cases proceeds via a radical intermediate generated from the halide reduction. Ethyl chloroacetate produced only trace amounts of coupling product, most probably by a carbanionic mechanism.
Electrochemical activation of zinc in the coupling reaction of α-bromoesters with carbonyl compounds
Rollin, Y.,Gebehenne, C.,Derien, S.,Dunach, E.,Perichon, J.
, p. 9 - 14 (2007/10/02)
The Reformatsky reaction has been examined using a mild and effective method of electrochemical zinc activation, based on the cathodic reduction of a catalytic amount of zing bromide in acetonitrile.
Intramolecular hydride shift in some noncyclic isopropyl ketols
Warnhoff, E. W.,Wong, Margaret Y. H.,Raman, P. Sundara
, p. 688 - 696 (2007/10/02)
The acyclic ketols 711 and 812 have been synthesized by a Reformatsky sequence.Each ketol undergoes intramolecular hydride transfer when refluxed in KOH-H2O-t-BuOH solution.When the procedure was applied to the synthesis of 34, hydride transfer ocur
