Transition metal catalyzed meta-C–H functionalization of aromatic compounds

2015 ◽  
Vol 13 (7) ◽  
pp. 1930-1941 ◽  
Author(s):  
Jiong Yang
Keyword(s):  
Transition Metal ◽  
Aromatic Compounds ◽  
Synthetic Methods ◽  
Directing Group ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed

This review summarizes synthetic methods for directing group guided, transition metal catalyzed meta-C–H functionalization of aromatic compounds.

Directing-Group-Assisted Transition-Metal-Catalyzed Direct C–H Oxidative Annulation of Arenes with Alkynes for Facile Construction of Various Oxygen Heterocycles

Synthesis ◽  
2020 ◽  
Vol 52 (07) ◽  
pp. 993-1006 ◽  
Author(s):  
Guanghua Kuang ◽  
Guangyuan Liu ◽  
Xingxing Zhang ◽  
Naihao Lu ◽  
Yiyuan Peng ◽  
...  
Keyword(s):  
Transition Metal ◽  
Noble Metals ◽  
Metal Catalysts ◽  
Transition Metal Catalysts ◽  
Research Papers ◽  
Recent Advances ◽  
Oxygen Heterocycles ◽  
Directing Group ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed

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

Early transition metal-catalyzed C–H alkylation: hydroaminoalkylation for Csp3–Csp3 bond formation in the synthesis of selectively substituted amines

2018 ◽  
Vol 54 (89) ◽  
pp. 12543-12560 ◽  
Author(s):  
P. M. Edwards ◽  
L. L. Schafer
Keyword(s):  
Transition Metal ◽  
Bond Formation ◽  
Protecting Group ◽  
Early Transition Metal ◽  
Directing Group ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed ◽  
Early Transition

Protecting group, directing group, and external oxidant free synthesis of structurally diverse amines.

scholarly journals 3-Acyloxy-1,4-enyne: A new five-carbon synthon for rhodium-catalyzed [5 + 2] cycloadditions

2014 ◽  
Vol 86 (3) ◽  
pp. 409-417 ◽  
Author(s):  
Casi M. Schienebeck ◽  
Xiaoxun Li ◽  
Xing-zhong Shu ◽  
Weiping Tang
Keyword(s):  
Transition Metal ◽  
Optical Purity ◽  
Kinetic Studies ◽  
Synthetic Methods ◽  
High Optical Purity ◽  
Transition Metal Catalyzed ◽  
Propargylic Esters ◽  
Metal Catalyzed ◽  
Pharmaceutical Agents ◽  
Type Of Transition

Abstract Seven-membered rings are ubiquitous in natural products and pharmaceutical agents, and their syntheses continue to stimulate the development of novel synthetic methods. The [5 + 2] cycloaddition is one of the most efficient ways to access seven-membered rings since the two-carbon components (alkenes, alkynes, or allenes) are readily available. Prior to our study, however, there was only one type of transition-metal-catalyzed [5 + 2] cycloaddition: the reaction between vinylcyclopropanes and alkenes, alkynes, or allenes. We recently developed a new type of transition-metal-catalyzed [5 + 2] cycloaddition, where the five-carbon building block is 3-acyloxy-1,4-enyne (ACE). Our recent progress on Rh-catalyzed intra- and intermolecular [5 + 2] cycloadditions of ACEs and alkynes is summarized in this article. Using chiral propargylic esters, bicyclic products were prepared in high optical purity by the intramolecular [5 + 2] cycloadditions. Monocyclic seven-membered rings were synthesized by intermolecular [5 + 2] cycloaddition of ACEs and alkynes. Kinetic studies indicated that the rate of this intermolecular cycloaddition was significantly accelerated when the acetate was replaced by dimethylaminobenzoate. DFT calculations suggested that novel metallacycles were generated by a Rh-promoted oxidative cycloaddition of 1,4-enynes accompanied by a 1,2-acyloxy migration of propargylic esters.

Directing-Group-Assisted Transition-Metal-Catalyzed Direct Intermolecular C−H Amidation and Amination of Arenes

ChemCatChem ◽  
2016 ◽  
Vol 8 (13) ◽  
pp. 2178-2192 ◽  
Author(s):  
Yirong Zhou ◽  
Jianjun Yuan ◽  
Qin Yang ◽  
Qiang Xiao ◽  
Yiyuan Peng
Keyword(s):  
Transition Metal ◽  
Directing Group ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed
Sign in / Sign up

Export Citation Format

Share Document