Ruthenium Metal: Uplifting Regioselective C-H activation

2021 ◽  
Vol 18 ◽  
Author(s):  
Munish Pal ◽  
Priyank Purohit ◽  
Prabhat Upadhyay

: Construction of the C-C bond has always been a challenge for organic chemists, because of the reactivity of carbon atoms. The making of nucleophilic carbon started with the Grignard reagent, enolate, and the ylide, moreover, the aromatic carbon activation was the challenge before the era of organometallic chemistry. The recognition of organometallic chemistry was in the light when the Nobel Prize was given for the C-C bond in the year 2010, However, The pre functionalization of the C-H bond was an additional step with halogenated reagent, which was the limitation of this reaction. Later the C-H activation with organometals like Pd, Ru, Cu, Rh, and other transition metal came into existence, where the directing group and metal makes feasibility to form the nonreactive C-C bond. In spite of several organometals, Ru made a special place due to the reactivity, coast and, stability. Various C-H activation reaction protocols were reported with their high regioselectivity as well as high atom economy. The C-H activation protocol is now in the next level of development like SP3, SP2 ortho, meta, and para C-H activation. Here in our aim is to get the summarized information regarding the Ru and their ortho -regioselective reactions with the help of the directing group. The reader will be benefited from the mechanistic part and the concept of C-H activation with some of the important examples, which have been summarized here in with the various Ru based regioselective reactions through weak and strong coordination of metal and substrate.

Synthesis ◽  
2018 ◽  
Vol 51 (01) ◽  
pp. 40-54 ◽  
Author(s):  
Masahito Murai ◽  
Kazuhiko Takai

Recent advancements in unsymmetrical difunctionalization based on the substitution of two different C–H bonds in one-pot are described. Due to the difficulty of controlling reactivity and selectivity, multi-functionalization via substitution of several C–H bonds to install different functional groups has been limited until recently, in comparison with well-studied functionalization via sequential addition to unsaturated π-bonds. This difunctionalization protocol provides an efficient and rapid approach to a library of structurally complicated target molecules through the formation of multiple C–X bonds with high atom- and step-economy.1 Introduction2 ortho-Selective Functionalization of Two Different C–H Bonds Relative to the Directing Group2.1 Unsymmetrical Difunctionalization with the Introduction of Similar Functional Groups2.2 Unsymmetrical Difunctionalization with the Introduction of Different Functional Groups2.3 ortho-Selective Unsymmetrical Difunctionalization Promoted by Two Different Directing Groups Appearing During the Progress of the Reaction3 ortho/meta-Selective C–H Bond Difunctionalization Relative to the Directing Group4 Sequential Difunctionalization of Fused Aromatic Compounds and Heterocycles5 Summary and Outlook


Synthesis ◽  
2020 ◽  
Vol 52 (07) ◽  
pp. 993-1006 ◽  
Author(s):  
Guanghua Kuang ◽  
Guangyuan Liu ◽  
Xingxing Zhang ◽  
Naihao Lu ◽  
Yiyuan Peng ◽  
...  

The most recent advances in the construction of oxygen heterocycles by the directing-group-assisted transition-metal-catalyzed direct oxidative annulation of arenes with diverse alkynes are summarized in this review. More than 140 recent research papers and many closely related reviews are referenced in this paper. Nine different oxygen heterocycles frameworks are discussed. Several traditional transition-metal catalysts as well as some classical non-noble metals are utilized to promote the annulation. Three plausible controlling models are disclosed to clarify the excellent regioselectivity outcomes achieved in case of unsymmetrical alkyne substrates.1 Introduction2 Coumarins3 I socoumarins and Their Analogues4 2-Pyrones and Their Analogues5 Chromones and Chroman-4-ones6 Chromenes and Isochromenes7 Fused Polycyclic Oxygen Heteroaromatics8 Benzofurans, Dihydrobenzofurans, and Furans9 Phthalides and Benzofuranones10 Benzoxepines11 Conclusion


2018 ◽  
pp. 201-237 ◽  
Author(s):  
Bijan Mondal ◽  
Rosmita Borthakur ◽  
Sundargopal Ghosh

Synlett ◽  
2015 ◽  
Vol 26 (08) ◽  
pp. 997-1002 ◽  
Author(s):  
Yingsheng Zhao ◽  
Chao Wang ◽  
Jian Han

Direct coupling of N–H with C–H has aroused great attention in the last decades; during which the directing-group-assisted intramolecular C–N bond formation via transition metal has been achieved significant progress. Herein, we highlight the recent development in the directing-group-assisted intramolecular amination for amine substrates to build the important N-containing heterocyclic compounds.1 Introduction2 Triflamide-Promoted Intramolecular Amination3 Picolinamide-Assisted Intramolecular Amination4 Palladium-Catalyzed Intramolecular Amination under Assistance of Oxalyl Amide5 Conclusion


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