Recent Advances in Cycloaddition Reactions with Alkynes to Construct Heterocycles

Synthesis ◽  
2020 ◽  
Vol 52 (24) ◽  
pp. 3818-3836
Author(s):  
Jin-Heng Li ◽  
De-Lie An ◽  
Jing-Hao Qin
Keyword(s):  
Natural Products ◽  
Transition Metal ◽  
Heterocyclic Compounds ◽  
Cycloaddition Reactions ◽  
Structural Motifs ◽  
Recent Advances ◽  
Wide Range ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed

Heterocyclic compounds, especially N-heterocycles and O-heterocycles, are prominent structural motifs present in numerous natural products and medically and/or economically important compounds. This review aims to describe the development of transition-metal-catalyzed cycloaddition reactions of functionalized m-atom partners with alkynes to access a wide range of five-, six-, and seven-membered heterocycles, that is functionalized N-heterocycles and O-heterocycles such as azepines, isoquinolines, isocoumarins, spiroheterocycles, indoles, furans, and pyrroles, in a selectively controlled manner with an emphasis on scope and limitations and with a discussion of the mechanisms.1 Introduction2 Intermolecular Cycloaddition To Construct Azepine Derivatives2.1 [5+2] Cycloaddition2.2 [3+2+2] Cycloaddition2.3 [3+2]/[5+2] Cycloaddition3 Intermolecular [4+2] Cycloaddition To Construct Isoquinolines or Isocoumarins4 Intermolecular [3+2] Cycloaddition To Construct Spirohetero­cyclic Compounds, Indoles, Furans, and Pyrroles5 Summary and Outlook

Recent Advances in the Transition Metal Catalyzed Addition of Carboxylic Acids to Alkynes

2021 ◽  
Vol 25 ◽  
Author(s):  
Victorio Cadierno
Keyword(s):  
Natural Products ◽  
Transition Metal ◽  
Carboxylic Acids ◽  
Heterocyclic Compounds ◽  
Biologically Active ◽  
Recent Advances ◽  
Enol Esters ◽  
Cascade Processes ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed

: Recent advances in the metal-catalyzed hydrofunctionalization of alkynes with carboxylic acids are comprehensively reviewed. Both inter- and intramolecular processes, leading respectively to enol esters and lactones, are discussed, as well as the involvement of these transformations in the synthesis of natural products and biologically active molecules, and the assembly of elaborated heterocyclic compounds though cascade processes. Literature published since 2011 is covered.

Recent advances in transition-metal-catalyzed annulations for the construction of 1-Indanone core

2021 ◽  
Author(s):  
Suven Das ◽  
Arpita Dutta
Keyword(s):  
Natural Products ◽  
Transition Metal ◽  
Functional Materials ◽  
Recent Advances ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed

Indanone-containing scaffolds are attractive synthetic targets because of their wide occurrence in many natural products, drugs and functional materials. In the last few years, enormous efforts have been devoted for...

Transition Metal Catalyzed C-H bond Activation/Functionalization and Annulation of Phthalazinones

2021 ◽  
Author(s):  
Chandrasekaran Sivaraj ◽  
Alagumalai Ramkumar ◽  
Nagesh Sankaran ◽  
THIRUMANAVELAN GANDHI
Keyword(s):  
Natural Products ◽  
Transition Metal ◽  
Bond Activation ◽  
Bioactive Molecules ◽  
Structural Motifs ◽  
The Past ◽  
Transition Metal Catalyzed ◽  
Catalyzed Reactions ◽  
Metal Catalyzed

Phthalazinones and their higher congeners are commonly prevalent structural motifs that occur in natural products, bioactive molecules, and pharmaceuticals. In the past few decades transition metal-catalyzed reactions have received an...

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.

Recent advances in transition metal-catalyzed asymmetric electrocatalysis

2021 ◽  
Vol 444 ◽  
pp. 214065
Author(s):  
Priyanka Chakraborty ◽  
Rajib Mandal ◽  
Nidhi Garg ◽  
Basker Sundararaju
Keyword(s):  
Transition Metal ◽  
Recent Advances ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed

scholarly journals Transition metal-catalyzed synthesis of spirooxindoles

RSC Advances ◽  
2021 ◽  
Vol 11 (13) ◽  
pp. 7146-7179
Author(s):  
P. V. Saranya ◽  
Mohan Neetha ◽  
Thaipparambil Aneeja ◽  
Gopinathan Anilkumar
Keyword(s):  
Transition Metal ◽  
Transition Metals ◽  
Antimicrobial Agents ◽  
Recent Advances ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed

Spirooxindoles are used as anticancer-, antiviral-, antimicrobial agents etc. The use of transition metals as catalysts for the synthesis of spirooxindoles is advancing rapidly. Here, we focus on recent advances in transition metal-catalyzed synthesis of spirooxindoles.

Biaryl Synthesis via Electrooxidative Transition Metal Catalyzed C−H Activation

Synthesis ◽  
2021 ◽  
Author(s):  
Jonas Felix Goebel ◽  
Zhongyi Zeng ◽  
Lukas Goossen
Keyword(s):  
Transition Metal ◽  
Recent Advances ◽  
Biaryl Synthesis ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed

The use of electricity as an inexpensive and waste-free oxidant opens up new opportunities for the development of sustainable C–H functionalization reactions. Herein we summarize recent advances in the synthesis of biaryls through electrooxidative processes involving transition metal catalyzed ortho-directed C−H activation. A particular focus is set on electrooxidative C−H/C−M couplings and dehydrogenative couplings.

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