85078-27-9Relevant articles and documents
Palladium(II) Acetate Catalyzed Reductive Heck Reaction of Enones; A Practical Approach
Mannathan, Subramaniyan,Raoufmoghaddam, Saeed,Reek, Joost N. H.,De Vries, Johannes G.,Minnaard, Adriaan J.
, p. 3923 - 3927 (2016/01/26)
A surprisingly practical Pd(OAc)2 or Pd(TFA)2-catalyzed reductive Heck reaction between aryl iodides and α,β-unsaturated ketones is described using N,N-diisopropylethylamine (DIPEA, Hünigs base) as the reductant. In general, 1 mol % of Pd(OAc)2 is sufficient to afford good yields using electron-rich or halogen-substituted aryl iodides. Electron-deficient aryl iodides preferentially give homocoupling. Enones containing aryl or bulky substituents on the β-carbon react smoothly, producing mainly reductive Heck product, whereas enones with alkyl substituents on the β-carbon afford a mixture of reductive Heck and Heck product. Deuterium labeling experiments show that the reaction is a bona fide reductive Heck reaction and exclude a Heck reaction-conjugate reduction cascade. Deeply DIPEA about... A palladium-catalyzed reductive Heck reaction of aryl iodides to α,β-unsaturated ketones is described using N,N diisopropylethylamine (DIPEA, Hünigs base) as the reductant. A deuterium labeling study shows that the reaction is a bona fide reductive Heck reaction and excludes a Heck reaction-conjugate reduction cascade.
