Copper-catalyzed synthesis of arylcarboxamides from aldehydes and isocyanides: the isocyano group as an N1 synthon

2017 ◽  
Vol 15 (30) ◽  
pp. 6314-6317 ◽  
Author(s):  
Jian-Quan Liu ◽  
Xuanyu Shen ◽  
Zhenhua Liu ◽  
Xiang-Shan Wang
Keyword(s):  
Transition Metal ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed ◽  
First Time

For the first time, transition-metal-catalyzed isocyanide group acting as an N1 synthon rather than exhibiting the carbene-like reactivity was discovered, exploiting a new reactivity profile of isocyanides.

Influence of initiating groups on phosphino-phenolate nickel catalyzed ethylene (co)polymerization

2020 ◽  
Vol 49 (8) ◽  
pp. 2636-2644 ◽  
Author(s):  
Yue Zhang ◽  
Yixin Zhang ◽  
Yue Chi ◽  
Zhongbao Jian
Keyword(s):  
Transition Metal ◽  
Late Transition Metal ◽  
Transition Metal Catalyzed ◽  
Late Transition ◽  
Metal Catalyzed ◽  
First Time

The influence of initiating groups on late transition metal catalyzed ethylene (co)polymerization was comprehensively studied for the first time.

Catalytic asymmetric oxidative carbonylation-induced kinetic resolution of sterically hindered benzylamines to chiral isoindolinones

2021 ◽  
Vol 57 (14) ◽  
pp. 1778-1781
Author(s):  
Qiu-Qi Mu ◽  
Yi-Xue Nie ◽  
Hang Li ◽  
Xing-Feng Bai ◽  
Xue-Wei Liu ◽  
...  
Keyword(s):  
Transition Metal ◽  
Kinetic Resolution ◽  
Oxidative Carbonylation ◽  
Sterically Hindered ◽  
Transition Metal Catalyzed ◽  
Catalytic Asymmetric ◽  
Metal Catalyzed ◽  
First Time

A highly enantioselective kinetic resolution of sterically hindered benzylamines has been achieved for the first time through transition-metal-catalyzed oxidative carbonylation.

Microwave-assisted Cobalt-copper Dual Catalyzed Ligand Free C-Se Cross-coupling

2020 ◽  
Vol 7 (2) ◽  
pp. 157-163
Author(s):  
Debasish Kundu ◽  
Anup Roy ◽  
Subir Panja ◽  
Raj K. Singh
Keyword(s):  
Transition Metal ◽  
Cross Coupling ◽  
Building Blocks ◽  
Transition Metal Catalysts ◽  
Metal Catalyst ◽  
Co Catalyst ◽  
Ligand Free ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed ◽  
First Time

Background: Organoselenides are important building blocks of several biologically important molecules and natural products. Several protocols have been developed by chemists for their synthesis. Transition metal-catalyzed cross-coupling is a powerful tool for this purpose in the last two decades. Various transition metal catalysts e.g. Pd, Ni, Cu, In etc. have been used for performing C-Se cross-coupling in the presence or absence of ligands. Objective: Development of a sustainable protocol for transition metal-catalyzed C-Se cross-coupling is the main objective of this research. Recently, Cobalt has been applied as a cheap and sustainable transition metal catalyst in several organic reactions. This protocol is focused on applying cobalt salt as a catalyst for performing C-Se cross-coupling for the first time. Methods: Co(acac)2 has been successfully employed for performing Se-arylations in the presence of CuI, which acts as a co-catalyst under microwave irradiation. NMP was used as solvent and KOH as a reductant in this reaction. Results: Both iodo-and bromoarenes have been used to perform C-Se cross-coupling with diaryl diselenide under this Co/Cu dual catalytic system. The reaction was successful with both electrondonating and withdrawing groups in ortho-, meta-, and para-positions in the aromatic ring of Bromo and iodoarenes. Conclusion: This is an effective protocol for the preparation of organoselenides, catalyzed by cobalt in the presence of copper. The mechanism has been established by several experimental techniques.

Nickel-Catalyzed Annulation of Aliphatic Amides with Alkynyl­silanes: An Expeditious Approach to Five-Membered Lactams

Synlett ◽  
2020 ◽  
Vol 31 (09) ◽  
pp. 889-894
Author(s):  
Cong Lin ◽  
Liang Shen ◽  
Yiqing Xu ◽  
Qiuxun Teng ◽  
Jingyi Lin ◽  
...  
Keyword(s):  
Transition Metal ◽  
Directing Group ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed ◽  
High Yields ◽  
First Time

An expeditious approach for the synthesis of diverse five-membered lactams through nickel-catalyzed annulation of the C(sp3)–H bonds of aliphatic amides with alkynylsilanes assisted by an 8-aminoquinolinyl directing group is reported, delivering the corresponding lactam derivatives in moderate to high yields. It is worth noting that alkynylsilanes are employed for the first time as coupling partners in the transition-metal-catalyzed functionalization of C(sp3)–H bonds of aliphatic amides. Equimolar amounts of alkynylsilanes and aliphatic amides are utilized, which greatly increases the efficiency of this protocol.

scholarly journals Synthesis of Quinolinequinone Derivatives and related Carbocyclic Compounds

2014 ◽  
Author(s):  
Thomas Wirth ◽  
Dr. Samuel Attah Egu
Keyword(s):  
Transition Metal ◽  
Easy Access ◽  
Carbocyclic Compounds ◽  
Palladium Catalyzed ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed ◽  
First Time ◽  
Derivatives Of

Palladium-catalyzed Buchwald-Hartwig aminations of various quinolinequinone derivatives give excellent yields of novel 6-arylamino derivatives of the disubstituted quinolinequinones and 3-arylamino derivatives of the corresponding naphthoquinones. The precursor quinolinequinones are prepared in a three-step sequence from 8-hydroxyquinoline. The transition-metal catalyzed arylations of 6,7-dibromo-5,8-quinolinequinone, 6,7-chloro-5,8-quinolinequinone and 2,3-dichloro-1,4-naphthoquinone are reported for the first time and offer fast and easy access to their derivatives.

Palladium-catalyzed directing group-assisted C8-triflation of naphthalenes

2016 ◽  
Vol 52 (40) ◽  
pp. 6709-6711 ◽  
Author(s):  
Zhi-Wei Yang ◽  
Qi Zhang ◽  
Yuan-Ye Jiang ◽  
Lei Li ◽  
Bin Xiao ◽  
...  
Keyword(s):  
Transition Metal ◽  
Palladium Catalyzed ◽  
Directing Group ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed ◽  
First Time

The transition-metal-catalyzed direct triflation of naphthyl amides and naphthyl ketones has been accomplished for the first time.

Chelation-assisted transition metal-catalysed C–H chalcogenylations

2020 ◽  
Vol 7 (8) ◽  
pp. 1022-1060 ◽  
Author(s):  
Wenbo Ma ◽  
Nikolaos Kaplaneris ◽  
Xinyue Fang ◽  
Linghui Gu ◽  
Ruhuai Mei ◽  
...  
Keyword(s):  
Transition Metal ◽  
Recent Advances ◽  
Site Selectivity ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed

This review summarizes recent advances in C–S and C–Se formations via transition metal-catalyzed C–H functionalization utilizing directing groups to control the site-selectivity.

Monodentate Trialkylphosphines: Privileged Ligands in Metal-catalyzed Crosscoupling Reactions

2020 ◽  
Vol 24 (3) ◽  
pp. 231-264 ◽  
Author(s):  
Kevin H. Shaughnessy
Keyword(s):  
Transition Metal ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Cross Coupling Reactions ◽  
Aryl Bromides ◽  
Wide Range ◽  
Sterically Demanding ◽  
Transition Metal Catalyzed ◽  
Catalyzed Reactions ◽  
Metal Catalyzed

Phosphines are widely used ligands in transition metal-catalyzed reactions. Arylphosphines, such as triphenylphosphine, were among the first phosphines to show broad utility in catalysis. Beginning in the late 1990s, sterically demanding and electronrich trialkylphosphines began to receive attention as supporting ligands. These ligands were found to be particularly effective at promoting oxidative addition in cross-coupling of aryl halides. With electron-rich, sterically demanding ligands, such as tri-tertbutylphosphine, coupling of aryl bromides could be achieved at room temperature. More importantly, the less reactive, but more broadly available, aryl chlorides became accessible substrates. Tri-tert-butylphosphine has become a privileged ligand that has found application in a wide range of late transition-metal catalyzed coupling reactions. This success has led to the use of numerous monodentate trialkylphosphines in cross-coupling reactions. This review will discuss the general properties and features of monodentate trialkylphosphines and their application in cross-coupling reactions of C–X and C–H bonds.

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