87705-52-0Relevant articles and documents
Radical-triggered three-component coupling reaction of alkenylboronates, α-halocarbonyl compounds, and organolithium reagents: The inverse ylid mechanism
Tappin, Nicholas D. C.,Gn-Gi-lux, Manuel,Renaud, Philippe
supporting information, p. 11498 - 11502 (2018/10/21)
An operationally simple protocol to affect a radical addition to alkenylboronates that spontaneously undergo a [1,2]-metalate shift is described. Overall, the reaction is a three-component coupling of an organolithium, alkenylboronic ester, and halide which takes place with broad scope and good to excellent yields. Experimental mechanistic investigations support the formation of a boron inverse ylid intermediate.
Synthesis of α-phenylselanyl and α-phenylsulfanyl nitriles from aldehyde N,N-dialkylhydrazones
Ternon, Micha?l,Pannecoucke, Xavier,Outurquin, Francis,Paulmier, Claude
, p. 3275 - 3279 (2007/10/03)
Phenylselenenylation of azaenolates, formed by LDA treatment of dimethylhydrazones 1 (R2=H) and derived from linear aliphatic aldehydes, has led to α-phenylselanyl hydrazones 2. α-Phenylselanyl nitriles 3 were, however, isolated when an excess of base and of PhSeX (X=Cl, Br) were used. Hydrazones 1 bearing an α-alkyl substituent (R2≠H) gave also nitriles 3. SAMP-hydrazones 4 showed the same reactivity and the corresponding nitriles 3 were obtained in a racemic form. The use of PhSCl, in the place of PhSeBr, has led to α-phenylsulfanyl nitriles 6 from hydrazones 1 derived from α-branched aldehydes (R2≠H).
CAPTO-DATIVE SUBSTITUENT EFFECTS XIII. C4-BRIDGED RADICAL DIMERISATION WITH α-PHENYLSELENOACRYLIC ACID DERIVATIVES
Janousek, Z.,Piettre, S.,Gorissen-Hervens, F.,Viehe, H.G.
, p. 197 - 202 (2007/10/02)
Several capto-dative olefins containing the phenylselenenyl group have been obtained via selenenyl halide addition to acrylic derivatives followed by halide elimination.Some of the olefins efficiently trap the radicals formed from azobisisobutyronitrile (
