68091-91-8Relevant articles and documents
A TWO STEP PROCEDURE AS IMPROVED ALTERNATIVE TO THE CYCLOCARBONYLATION OF ALLYL HALIDES AND ACETYLENE DERIVATIVES MEDIATED BY Ni(CO)4
Camps. F.,Coll, J.,Llebaria, A.,Moreto, J. M.
, p. 5811 - 5814 (1988)
The addition of allyl halides to acetylenic derivatives catalyzed by Pd(II) complexes, such as bis-acetonitrile palladium(II) bromide, followed by cyclocarbonylation of the resulting cis adducts with Ni(CO)4 in CH3CN containing precise amounts of CH3OH an
Multifunctional palladium catalysis. 2. Tandem haloallylation followed by Wacker-Tsuji oxidation or Sonogashira cross-coupling
Thadani, Avinash N.,Rawal, Viresh H.
, p. 4321 - 4323 (2007/10/03)
(equationpresented) Multifunctional palladium catalysis is utilized in the one-pot stereocontrolled synthesis of tetrasubstituted methyl ketones and enynes. The homogeneous palladium dihalide catalyst utilized for the bromo-/chloroallylation of alkynes is
Palladium-Catalyzed Inter- and Intramolecular Cross-Coupling Reactions of B-Alkyl-9-borabicyclononane Derivatives with 1-Halo-1-alkenes or Haloarenes. Syntheses of Functionalized Alkenes, Arenes, and Cycloalkenes via a Hydroboration-Coupling Sequence
Miyaura, Norio,Ishiyama, Tatsuo,Sasaki, Hirotomo,Ishikawa, Masako,Satoh, Makoto,Suzuki, Akira
, p. 314 - 321 (2007/10/02)
The cross-coupling reaction of B-alkyl-9-borabicyclononanes (B-R-9-BBN), readily obtainable from alkenes by hydroboration, with 1-halo-1-alkenes or haloarenes in the presence of a catalytic amount of PdCl2(dppf) and bases, such as sodium hydroxide, potassium carbonate, and phosphate, gave the corresponding alkenes or arenes.Because the reaction is tolerant of a variety of functionalities on either coupling partner, stereochemically pure functionalized alkenes and arenes can be obtained under mild conditions.The utility of the reaction was demonstrated by the stereoselective synthesis of 1,5-alkadienes (7 and 8) and the extension of a side chain in a steroid (11).The hydroboration of haloalkadienes (12), followed by the intramolecular cross-coupling, gave a short-step procedure for synthesis of cycloalkenes, benzo-fused cycloalkenes, and exocyclic alkenes (14 and 16).