palladium catalysis
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ACS Catalysis ◽  
2022 ◽  
pp. 1180-1200
Author(s):  
Victor M. Chernyshev ◽  
Valentine P. Ananikov
Keyword(s):  

2022 ◽  
Author(s):  
Zhiqiang Lu ◽  
yanzhi li ◽  
yi ru ◽  
shujian yang ◽  
chu hao ◽  
...  

A novel tactic for regioselective O-alkylation of 2-pyridones has been realized through palladium catalysis in moderate to high yields. The coordination effect between palladium and nitrogen on pyridine ring plays...


Author(s):  
Shruti Rajput ◽  
Ramandeep Kaur ◽  
Nidhi Jain

Directing group assisted decarboxylative ortho-benzoylation of N-aryl-7-azaindoles with α-keto acids has been achieved by synergistic visible light promoted photoredox and palladium catalysis. The approach tenders rapid entry to aryl ketone...


2021 ◽  
Vol 12 (1) ◽  
Author(s):  
Shuai Huang ◽  
Fei-Fei Tong ◽  
Da-Chang Bai ◽  
Gao-Peng Zhang ◽  
Yang-Jie Jiang ◽  
...  

AbstractThe enantioselective construction of C–CF2R (R: alkyl or fluoroalkyl) bonds has attracted the attention of synthetic chemists because of the importance of chiral fluorinated compounds in life and materials sciences. Catalytic asymmetric fluoroalkylation has mainly been realized under organocatalysis and Lewis acid catalysis, with substrates limited to carbonyl compounds. Few examples using transition-metal catalysis exist, owing to side reactions including decomposition and isomerization of fluoroalkylating reagents. Herein we report umpolung asymmetric difluoroallylation of hydrazones with 3-bromo-3,3-difluoropropene (BDFP) under palladium catalysis. Difluoroallylation products having quaternary chiral carbon centers are afforded in good yields with high α/γ- and enantioselectivities. The usefulness of the reaction products is demonstrated and an inner-sphere mechanism of the reaction is proposed. The use of chiral N-heterocyclic carbene as ligand is the key for the selectivities as well as the productivity of the reaction.


Author(s):  
Hasrat Ali ◽  
Brigitte Guérin ◽  
Johan E. van Lier

The chemistry of gem-dibromovinyl derivatives has undergone a renaissance through the application of palladium catalysis and has been applied to pyrrole substituted gem-dibromovinyl BODIPY. gem-Dibromovinyl BODIPYs (substituted at either the [Formula: see text]-position of 8-phenyl or the [Formula: see text]-position of the pyrrole rings) were studied for cross-coupling reactions using Sonogashira, Suzuki, Heck and Stille conditions, and with phosphonates and thiols. The assigned structures were supported by MS and 1H NMR, [Formula: see text]C NMR, X-ray diffraction analysis as well as optical spectroscopy. The conjugates were investigated for their absorption, fluorescence and solvatochromic properties in different solvents. Substitution at the [Formula: see text]-position of 8-phenyl derivatives of gem-diethynyl BODIPYs did not induce any shift in the absorption maximum, while the [Formula: see text]-position pyrrole substituted derivatives showed a red shift. Aromatic compounds gave larger red shifts as compared to the aliphatic substituted analogs.


Synthesis ◽  
2021 ◽  
Author(s):  
Pu-Sheng Wang ◽  
Liu-Zhu Gong

Over the past decade, the combination of chiral phosphoric acid and palladium catalysis has emerged as a robust strategy to accomplish the regio-, and stereoselective functionalization of inactive C-H bonds, enabling the access to various types of chirality (central, planar and axial). This review article describes the origin of and advances in asymmetric functionalization of allylic C-H bonds, C(sp2)-H bonds and C(sp3)-H bonds enabled by chiral phosphoric acid and palladium combined catalysis.


2021 ◽  
Author(s):  
Nahiane Pipaon Fernandez ◽  
Gregory Gaube ◽  
Kyla Woelk ◽  
Mathias Burns ◽  
David Leitch

The use of oxygen-based electrophiles in cross-coupling remains challenging for substrates with strong C–O bonds, with few examples that can combine C–O activation with an-other strong-bond activation in tandem. We report the first example of a direct, tandem C–O/C–H activation approach to C–C bond formation using palladium catalysis. This reaction combines C–O oxidative addition at enol pivalates with con-certed metallation deprotonation of functionalized heterocycles to achieve base-free direct C–H alkenylation, with pivalic acid as the only byproduct. Mechanistic studies reveal that the Pd(II) C–O oxidative addition product is the major catalyst resting state, indicating that C–H activation is the turnover-limiting step.


2021 ◽  
Vol 442 ◽  
pp. 213925
Author(s):  
Sean McCarthy ◽  
D. Christopher Braddock ◽  
James D.E.T. Wilton-Ely
Keyword(s):  

2021 ◽  
Vol 23 (17) ◽  
pp. 6905-6910 ◽  
Author(s):  
Krishnamoorthy Muralirajan ◽  
Rajesh Kancherla ◽  
Aidana Gimnkhan ◽  
Magnus Rueping

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