76217-07-7Relevant articles and documents
Enantioselective Conjugate Addition of Stabilized Arylzinc Iodide to Enones: an Improved Protocol of the Hayashi Reaction
Casotti, Gianluca,Rositano, Vincenzo,Iuliano, Anna
, p. 1126 - 1131 (2020/12/17)
Stabilised arylzinc iodide, prepared by direct insertion of zinc into aryl iodides, were used as nucleophiles in the Hayashi Rh-catalysed enantioselective conjugate addition to enones. The reaction conditions were optimized in the addition of phenylzinc i
Ligand-free palladium-catalyzed tandem pathways for the synthesis of 4,4-diarylbutanones and 4,4-diaryl-3-butenones under microwave conditions
Wirwis, Anna,Trzeciak, Anna M.
, (2019/03/20)
Two efficient Pd-catalyzed tandem pathways for the synthesis of 4,4-diaryl-2-butanones and 4,4-diaryl-3-buten-2-ones were elaborated. The first step in both procedures was the Heck coupling of methyl vinyl ketone (MVK) and various aryl iodides leading to 4-aryl-3-buten-2-one with the yield of up to 92% in 1?hr. The second step performed with the same catalyst and a new portion of aryl iodide in the presence K2CO3 as a base produced 4,4-diaryl-3-buten-2-ones in high yield. Reaction selectivity changed completely to saturated 4,4-diaryl-2-butanones, reductive Heck products, when a tertiary amine was used instead of K2CO3. Due to the application of microwave irradiation (MW), the desired products were obtained in high yield in a short time (4?hr), using 0.5?mol% of the Pd (OAc)2 catalyst without additional ligands.
Importance of the Reducing Agent in Direct Reductive Heck Reactions
Raoufmoghaddam, Saeed,Mannathan, Subramaniyan,Minnaard, Adriaan J.,de Vries, Johannes G.,de Bruin, Bas,Reek, Joost N. H.
, p. 266 - 272 (2017/12/07)
The role of the reductant in the palladium N-heterocyclic carbene (NHC) catalyzed reductive Heck reaction and its effect on the mechanism of the reaction is reported. For the first time in this type of transformation, the palladium-NHC-catalyzed reductive