66051-35-2Relevant articles and documents
Stereoselective Halo-Succinimide Facilitated α-Halogenations of Substituted α-Trialkylsilyl-β-Substituted-α,β-Unsaturated Esters
Jennings, Michael P.,Probasco, Kristina C.
, p. 8945 - 8954 (2021/07/20)
The NXS (X = Cl, Br)-mediated halogenation of a series of (E)-α-trimethylsilyl-β-alkyl(aryl)-α,β-unsaturated esters in dimethylformamide (DMF) has furnished (Z)-β-substituted-α-halogenated-α,β-unsaturated ester products in moderate to high isolated yields (58-90%) with dr values of >20:1 coupled with the inversion of olefin stereochemistry. The reaction process was hypothesized to include an initial halonium cation intermediate, followed by regioselective ring opening with DMF. Subsequentanti-E2-type concomitant elimination allowed for the stereoselective formation of the product vinylic bromo-and chloroesters.
A convenient halogenation of α,β-unsaturated carbonyl compounds with OXONE and hydrohalic acid (HBr,HCl)
Kim, Kyoung-Mahn,Park, In-Hwan
, p. 2641 - 2644 (2007/10/03)
Mixtures of OXONE and hydrobromic acid or hydrochloric acid afford solutions of bromine or chlorine, respectively, α-Bromo- or α-chloro-α,β-unsaturated carbonyl compounds were prepared by addition of hydrobromic acid or hydrochloric acid to the mixture of
Efficient electrosynthesis of α-chloro-α,β-unsaturated carboxylic and phosphonic esters using magnesium electrochemical activation
Goumain, Sophic,Jubault, Philippe,Feasson, Christian,Collignon, No?l
, p. 981 - 984 (2007/10/03)
Various α-chloro-α,β-unsaturated carboxylic or phosphonic esters were easily and rapidly prepared under mild conditions in DMF, by electrolysing respectively triethyl dichloromethylphosphonoacetate and tetraethyl dichloromethyl-bis-phosphonate, then treat
