97567-64-1Relevant academic research and scientific papers
Pd-PEPPSI-IHeptCl: A General-Purpose, Highly Reactive Catalyst for the Selective Coupling of Secondary Alkyl Organozincs
Atwater, Bruce,Chandrasoma, Nalin,Mitchell, David,Rodriguez, Michael J.,Organ, Michael G.
supporting information, p. 14531 - 14534 (2016/10/03)
Dichloro[1,3-bis(2,6-di-4-heptylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(II) (Pd-PEPPSI-IHeptCl), a new, very bulky yet flexible Pd–N-heterocyclic carbene (NHC) complex has been evaluated in the cross-coupling of secondary alkylzinc
Synthesis of 2-Substituted 3-Alkylidene-2,3-dihydro-1H-isoindol-1-imines through cyclization of [1-(2-Cyanophenyl)alkylidene]aminide intermediates generated from the reaction of 2-(1-Azidoalkyl)benzonitriles with NaH
Kobayashi, Kazuhiro,Ezaki, Kosuke,Nozawa, Ippei
, p. 1624 - 1629 (2015/01/09)
A convenient sequence for the preparation of 3-alkylidene-2,3-dihydro-1H-isoindol-1-imine derivatives 6 has been developed. Thus, 2-(1-azidoalkyl)benzonitriles 2, readily accessible from 2- Alkylbenzonitriles, are allowed to react with NaH in DMF at 0 to
Pd-PEPPSI-IPentCl: A highly effective catalyst for the selective cross-coupling of secondary organozinc reagents
Pompeo, Matthew,Hadei, Niloufar,Organ, Michael G.,Froese, Robert D. J.
supporting information, p. 11354 - 11357,4 (2012/12/12)
No migration? No problem. A series of new N-heterocyclic carbene based Pd complexes has been created and evaluated in the Negishi cross-coupling of aryl and heteroaryl chlorides, bromides, and triflates with a variety of secondary alkylzinc reagents (see scheme). The direct elimination product is nearly exclusively formed; in most examples there is no migratory insertion at all. Copyright
Pd-PEPPSI-IPentCl: A highly effective catalyst for the selective cross-coupling of secondary organozinc reagents
Pompeo, Matthew,Froese, Robert D. J.,Hadei, Niloufar,Organ, Michael G.
supporting information, p. 11354 - 11357 (2013/01/15)
No migration? No problem! A series of new N-heterocyclic carbene based Pd complexes has been created and evaluated in the Negishi cross-coupling of aryl and heteroaryl chlorides, bromides, and triflates with a variety of secondary alkylzinc reagents (see scheme). The direct elimination product is nearly exclusively formed; in most examples there is no migratory insertion at all. Copyright
Negishi cross-coupling of secondary alkylzinc halides with aryl/heteroaryl halides using Pd-PEPPSI-IPent
Alimsiz, Seluk,Organ, Michael G.
supporting information; experimental part, p. 5181 - 5183 (2011/06/09)
Pd-PEPPSI-IPent has proven to be an excellent catalyst for the Negishi cross-coupling reaction of secondary alkylzinc reagents with a wide variety of aryl/heteroaryl halides. Importantly, β-hydride elimination/migratory insertion of the organometallic leading to the production of isomeric coupling products has been significantly reduced using the highly-hindered Ipent ligand.
Negishi coupling of secondary alkylzinc halides with aryl bromides and chlorides
Han, Chong,Buchwald, Stephen L.
scheme or table, p. 7532 - 7533 (2009/10/16)
(Chemical Equation Presented) An efficient palladium-catalyzed process has been developed for Negishi coupling of secondary alkylzinc halides with a wide range of aryl bromides and activated aryl chlorides. A palladium catalyst composed of a new biaryldialkylphosphine ligand, CPhos, effectively promotes the rate of the reductive elimination step relative to the rate of the undesired β-hydride elimination. The broad substrate scope and excellent ratio of the desired secondary to the undesired primary coupling product make this method a powerful and reliable tool forC(sp3)-C(sp2) bond formation.
Preparation of polyfunctional nitriles by the cyanation of functionalized organozinc halides with p-toluenesulfonyl cyanide
Klement, Ingo,Lennick, Klaus,Tucker, Charles E.,Knochel, Paul
, p. 4623 - 4626 (2007/10/02)
Various alkyl, alkenyl, akynyl, benzylic, aromatic or heterocyclic organozinc halides bearing functional groups such as an ester, a boronic ester, a cyanide, a halide or a trialkoxysilyl group react under mild conditions with p-toluenesulfonyl cyanide affording polyfunctional nitriles in 69-93% yields.
FLASH PYROLYSIS OF 4-METHYLENE-1,2,3,-BENZOTRIAZINES
Noyce, S. J.,Randles, K. R.,Storr, R. C.
, p. 941 - 944 (2007/10/02)
Flash vacuum pyrolysis of 3-alkyl-4-methylene-1,2,3-bentzotriazines gives products derived from benzocyclobutane N-alkylimines and to a lesser extent from 2-methylene-benzazetidines.Benzocyclobutane N-phenylimine is formed in high yield by flash pyrolytic elimination of HCl from N-phenyl-2-methyl benzimidoyl chloride.
