1820-42-4Relevant articles and documents
Rhodium(III)-catalysed decarbonylative annulation through C-H activation: Expedient access to aminoisocoumarins by weak coordination
Mayakrishnan, Sivakalai,Arun, Yuvaraj,Maheswari, Narayanan Uma,Perumal, Paramasivan Thirumalai
, p. 11889 - 11892 (2018)
Rhodium-catalysed decarbonylative annulation of isatoic anhydrides with alkynes through C-H activation for the synthesis of aminoisocoumarins was developed. This enables the gram-scale transformation to iodoisocoumarin which is a vital building block in transition-metal-catalysed cross couplings. These compounds exhibit blue-emitting luminescence properties.
Direct coupling reactions of alkynylsilanes catalyzed by palladium(II) chloride and a di(2-pyridyl)methylamine-derived palladium(II) chloride complex in water and in NMP
Gil-Molto, Juan,Najera, Carmen
, p. 1874 - 1882 (2006)
Symmetrical internal alkynes can be prepared either by diarylation of mono- and bis(trimethylsilyl)acetylene (TMSA and BTMSA) catalyzed by ligand-less palladium(II) chloride or by a di(2-pyridyl) methylamine-derived palladium(II) chloride complex 1 (typic
Synthesis of α,α-Dichloroketones through Sequential Reaction of Decarboxylative Coupling and Chlorination
Cho, Eunjeong,Kim, Myungjin,Jayaraman, Aravindan,Kim, Jimin,Lee, Sunwoo
, p. 781 - 784 (2018)
2,2-Dichloro-1,2-diarylethanones were synthesized from diarylalkynes and trichloroisocyanuric acid. The reaction was conducted in CH3CN/H2O at room temperature for 12 h. In addition, the desired 2,2-dichloro-1,2-diarylethanones could be prepared from aryl bromides and propiolic acid through sequential Pd-catalyzed decarboxylative coupling and chlorination. This method showed moderate to good yields and good tolerance toward functional groups such as chlorides, bromides, aldehydes, and ketones.
Poly(phenylene-carborane) for boron-carbide/carbon ceramic precursor synthesized via nickel catalysis
Cheng, Shengli,Yuan, Kuanyu,Wang, Xin,Han, Jianhua,Jian, Xigao,Wang, Jinyan
, p. 224 - 231 (2017)
High thermally and thermo-oxidatively stable poly(phenylene-carborane) (PPB) was synthesized via Ni(0)-catalyzed polymerization of bis(aryl chloride) monomer containing carborane. This polymer was soluble in THF and NMP at room temperature, thus allowing
Extensive Substituent Scrambling in Substituted Diphenylacetylenes on Electron Impact
Ramana. D. V.,Krishna, N. V. S. Rama
, p. 903 - 908 (1989)
Extensive randomization of the substituents is found in mono- and disubstituted diphenylacetylenes under electron impact conditions.The study of diphenylacetylenes with a variety of substituents indicates that the electron-withdrawing groups favour the substituent scrambling.All the substituted diphenylaceetylenes give an ion at m/z 176, having a common ion-structure, arising as a result of the expulsion of a hydrogen radical and the substituent in monosubstituted diphenylacetylenes and the expulsion of both the substituents in disubstituted diphenylacetylenes.A ring-expanded structure is postulated for this common fragment.
Pd-Catalyzed Alkyne Insertion/C-H Activation/[4 + 2] Carboannulation of Alkenes to the Synthesis of Polycyclics
Guo, Songjin,Li, Panpan,Guan, Zhe,Cai, Libo,Chen, Siwei,Lin, Aijun,Yao, Hequan
, p. 921 - 925 (2019)
An unprecedented Pd-catalyzed alkyne insertion/C-H activation/intramolecular [4 + 2] carboannulation of alkenes has been reported. In this transformation, the C-H activation was triggered by an in situ generated alkenylpalladium species via the Pd-catalyzed cross-coupling reaction of aryl iodides and alkynes. Subsequently, the resulting five-membered C, C-palladacycle intermediates were added across the alkenes, providing a unique approach to access diversified polycyclics in good efficiency. Two new rings and three C-C bonds were formed in one pot.
Synthesis of Bidentate Nitrogen Ligands by Rh-Catalyzed C-H Annulation and Their Application to Pd-Catalyzed Aerobic C-H Alkenylation
Kim, Hyun Tae,Kang, Eunsu,Kim, Minkyu,Joo, Jung Min
supporting information, p. 3657 - 3662 (2021/05/10)
A new class of bidentate ligands was prepared by a modular approach involving Rh-catalyzed C-H annulation reactions. The resulting conformationally constrained ligands enabled the Pd-catalyzed C-H alkenylation at electron-rich and sterically less hindered positions of electron-rich arenes while promoting the facile oxidation of Pd(0) intermediates by oxygen. This newly introduced ligand class is complementary to the ligands developed for Pd-catalyzed oxidative reactions and may find broad application in transition-metal-catalyzed reactions.
Synthesis of Unprotected and Highly Substituted Indoles by the Ruthenium(II)-Catalyzed Reaction of Phenyl Isocyanates with Diaryl/Diheteroaryl Alkynes/Ethyl-3-phenyl Propiolates
Kumar, Amrendra,Tadigoppula, Narender
supporting information, p. 8 - 12 (2021/01/13)
A one-pot transformation has been developed for the synthesis of unprotected and highly substituted indoles by an in situ installed carbamide-directed Ru(II)-catalyzed intermolecular oxidative annulation of phenyl isocyanates with diaryl/diheteroaryl alkynes/ethyl phenyl propiolates in the presence of Cu(OAc)2·H2O as an oxidant and AgSbF6 as an additive at 120 °C within 3 h.
Co3O4 nanoparticles embedded in triple-shelled graphitic carbon nitride (Co3O4/TSCN): a new sustainable and high-performance hierarchical catalyst for the Pd/Cu-free Sonogashira–Hagihara cross-coupling reaction
Ghodsinia, Sara S. E.,Akhlaghinia, Batool,Jahanshahi, Roya
, p. 3217 - 3244 (2021/05/17)
Inspired by the synthesis of triple-shelled periodic mesoporous organosilica hollow spheres, a straightforward and controllable approach for the preparation of Co3O4 NPs embedded in triple-shelled graphitic carbon nitride has been es
Iodonium Cation-Pool Electrolysis for the Three-Component Synthesis of 1,3-Oxazoles
Sattler, Lars E.,Hilt, Gerhard
supporting information, p. 605 - 608 (2020/12/07)
The synthesis of 1,3-oxazoles from symmetrical and unsymmetrical alkynes was realized by an iodonium cation-pool electrolysis of I2 in acetonitrile with a well-defined water content. Mechanistic investigations suggest that the alkyne reacts with the acetonitrile-stabilized I+ ions, followed by a Ritter-type reaction of the solvent to a nitrilium ion, which is then attacked by water. The ring closure to the 1,3-oxazoles released molecular iodine, which was visible by the naked eye. Also, some unsymmetrical internal alkynes were tested and a regioselective formation of a single isomer was determined by two-dimensional NMR experiments.