254736-62-4Relevant academic research and scientific papers
Carboxylates as pronucleophiles in the phosphine-catalyzed γ-addition reaction
Alvarez-Ibarra, Carlos,Aurelio,De La Oliva, Cristina Gomez
, p. 8465 - 8467 (1999)
Carboxylates have been used as pronucleophiles in the phosphine-catalyzed γ-addition reaction to alkynes bearing electron-withdrawing groups (Trost's reaction) giving rise to functionalized allyl carboxylates.
Aerobic Acyloxylation of Allylic C?H Bonds Initiated by a Pd0 Precatalyst with 4,5-Diazafluoren-9-one as an Ancillary Ligand
Kozack, Caitlin V.,Sowin, Jennifer A.,Jaworski, Jonathan N.,Iosub, Andrei V.,Stahl, Shannon S.
, p. 3003 - 3007 (2019/06/17)
Palladium-catalyzed allylic C?H oxidation has been widely studied, but most precedents use acetic acid as the coupling partner. In this study, a method compatible with diverse carboxylic acid partners has been developed. Use of a Pd0 precatalyst under aerobic reaction conditions leads to oxidation of Pd0 by O2 in the presence of the desired carboxylic acid to generate a PdII dicarboxylate that promotes acyloxylation of the allylic C?H bond. Good-to-excellent yields are obtained with a roughly 1:1 ratio of the alkene and carboxylic acid reagents. Optimized reaction conditions employ 4,5-diazafluoren-9-one (DAF) as a ligand, in combination with a quinone/iron phthalocyanine cocatalyst system to support aerobic catalytic turnover.
Palladium-catalyzed selective acyloxylation using sodium perborate as oxidant
Pilarski, Lukasz T.,Janson, Paer G.,Szabo, Kalman J.
supporting information; experimental part, p. 1503 - 1506 (2011/04/25)
Sodium perborate (SPB), a principal component of washing powders, was employed as an inexpensive and eco-friendly oxidant in the palladium-catalyzed C-H acyloxylation of alkenes in excellent regio-and stereochemistry. The reactions used anhydrides as acyloxy sources. The method applies to both terminal and internal alkenes, and even benzylic C-H oxidation.(Figure Presented)
Catalytic allylic C-H acetoxylation and benzoyloxylation via suggested (η3-Allyl)palladium(IV) intermediates
Pilarski, Lukasz T.,Selander, Nicklas,Boese, Dietrich,Szabo, Kalman J.
supporting information; experimental part, p. 5518 - 5521 (2010/02/28)
"Chemical Equation Presented" Palladium-catalyzed allylic acetoxylations and benzoyloxylations were carried out using iodonium salts. The reactions proceed under mild conditions with high reglo- and stereoselectivity. The catalysis can be performed under
Synthesis of Podophyllum Lignans via an Isolable o-Quinonoid Pyrone
Jones, David W.,Thompson, Adrian M.
, p. 2533 - 2540 (2007/10/02)
The 2-benzopyran-3-one 10 is a stable, isolable and useful Diels-Alder diene; its methyl 4-benzoyloxycrotonate adduct 23 formed regioselectively and stereoselectively in acetonitrile is reduced with H2/Pd to give 31 with inversion of C-1 stereochemistry.T
