13436-48-1Relevant articles and documents
Pd-Catalyzed C-H Annulation of Five-Membered Heteroaryl Halides with Norbornene Derivatives
Padhi, Birakishore,Kang, Geunhee,Kim, Eunmin,Ha, Jeongmin,Kim, Hyun Tae,Lim, Jeewoo,Joo, Jung Min
, p. 1792 - 1798 (2020)
Complementary to Catellani-type reactions and 1:1 coupling of six-membered halo(hetero)arenes and norbornene (NBE) derivatives, Pd-catalyzed 1:2 coupling of five-membered haloheteroarenes with NBEs was achieved to afford rigid nonplanar heterocycles. Pyra
Hetero-dicarbene complexes of palladium(II): Syntheses and catalytic activities
Yuan, Dan,Huynh, Han Vinh
, p. 6033 - 6043 (2014)
A series of Pd(II) dibromido complexes 2-6 bearing cis-chelating hetero-dicarbenes, which contain two different types of NHCs linked by a propylene chain, have been synthesized. In most cases, the N-methylbenzimidazolin-2-ylidene moiety was kept as one NHC donor, while the other one varies with different heterocyclic backbones. As an exception, the hetero-diNHC in complex 8 is derived by combining 1,2,4-triazole and indazole precursors instead. Analogous complexes 9-17, carrying more labile CF3CO2- or CH3CN ligands, were synthesized by reacting the aforementioned bromido complexes with AgO2CCF3 or AgOTf in CH3CN. A systematic catalytic comparison of 9-17 in the direct arylation of pentafluorobenzene with 4-chlorobromobenzene was carried out, and complexes that contain bulkier and less electron-donating ligands were found to be more active. Complex 12, carrying the mesitylimidazolin-2-ylidene unit, proved to be the most efficient, and its activity was also tested in the direct arylation of tetrafluorobenzenes.
Amine-functionalized indazolin-3-ylidene complexes of palladium(II) by postmodification of a single precursor
Bernhammer, Jan C.,Singh, Harvenjit,Huynh, Han Vinh
, p. 4295 - 4301 (2014)
A series of five trans-[PdBr2(amine)(indy)] complexes (amine = diethylamine, dipropylamine, dibutylamine, diisobutylamine, morpholine; indy = indazolin-3-ylidene) with pendant teriary amine functionalities in the side chain of the NHC ligand has been prepared by postcoordinative modification of a single bromoalkyl-functionalized precursor complex. This approach allows for a synthesis of functionalized N-heterocyclic carbene complexes more efficient than the metalation of prefunctionalized azolium salts. All complexes have been fully characterized, and the molecular structures of three complexes are reported. A correlation exists between the 13C NMR shift of C carbene and the pKb values of the coordinated amines. Furthermore, all complexes were found to be active catalysts for the direct arylation of 1-methylpyrrole with good to excellent yields.
Palladium-Catalyzed Oxidative Arylation of 1H-Indazoles with Arenes
Gambouz, Khadija,Abbouchi, Abdelmoula El,Nassiri, Sarah,Suzenet, Franck,Bousmina, Mostapha,Akssira, Mohamed,Guillaumet, Gérald,El Kazzouli, Sa?d
supporting information, p. 7435 - 7439 (2020/11/30)
A simple method for the direct Pd(OAc)2-catalyzed oxidative arylation of inactivated 1H-indazole derivatives with simple arenes is reported. This method exhibits good reaction efficiency and good functional-group tolerance. Using the developed method, 28 arylated products were prepared in yields up to 80 %.
Alkylation method for nitrogen-hydrogen containing compounds and application thereof
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Paragraph 0059; 0060, (2018/10/04)
The invention discloses an alkylation method for nitrogen-hydrogen containing compounds and an application thereof, belonging to the technical field of synthesis of organic compounds. The invention provides a series of methods for a nitrogen alkylation reaction of N-H containing heterocyclic compounds (II) with N,N-dimethylformamide dialkyl acetal as an alkyl source under the condition of no participation of metals, and a product with a hydrogen atom on a nitrogen atom substituted by R1 is obtained. The method provided by the invention has the advantages of highly-efficient reaction, high yield, simple treatment after the reaction, simple and convenient operation, mild reaction conditions, no participation of the metals, high tolerance of functional groups of a reaction substrate, wide range and easy preparation of the substrate, high reaction efficiency after amplification of the reaction, and applicability to large-scale industrial production.