65170-86-7Relevant articles and documents
Catalytic Wacker-type Oxidations Using Visible Light Photoredox Catalysis
Ho, Yee Ann,Paffenholz, Eva,Kim, Hyun Jin,Orgis, Benjamin,Rueping, Magnus,Fabry, David C.
, p. 1889 - 1892 (2019/03/17)
A combined palladium/photoredox catalytic system for the efficient oxidation of terminal olefins to the corresponding methyl ketones is presented. The interplay of air, water, and light leads to a protocol in which the stoichiometric oxidants required for oxidative palladium catalysis are substituted with catalytic, single-electron transfer processes. Detailed mechanistic investigations revealed the role of the key components, in situ generated species, and catalysts. A broad range of substrates was examined in homogeneous as well as heterogeneous photoredox protocols, delivering the desired products in good yields.
Synthesis of β-aryl ketones by tetraphosphine/palladium catalysed Heck reactions of 2- or 3-substituted allylic alcohols with aryl bromides
Berthiol, Florian,Doucet, Henri,Santelli, Maurice
, p. 4372 - 4383 (2007/10/03)
Through the use of [PdCl(C3H5)]2/cis,cis,cis-1,2,3,4-tetrakis(diphenylphosphinomethyl)cyclopentane as a catalyst, a range of aryl bromides undergoes Heck reaction using 2- or 3-subtituted allylic alcohols. With these sterically congested alkenes, the selective formation of β-aryl ketones was observed when appropriate reaction conditions were used. The influence of the functional group on the aryl bromide and of the base on the selectivity is remarkable. With several substrates, much higher selectivities were obtained using NaHCO3 instead of K2CO3 as base. Furthermore, this catalyst can be used at low loading with several substrates.
