Nickel-catalyzed C–H activation of purine bases with alkyl halides

2017 ◽  
Vol 53 (65) ◽  
pp. 9113-9116 ◽  
Author(s):  
Zhixiong Ruan ◽  
Debasish Ghorai ◽  
Giuseppe Zanoni ◽  
Lutz Ackermann
Keyword(s):  
Late Stage ◽  
Fluorescent Labeling ◽  
Alkyl Halides ◽  
Nickel Catalysis ◽  
Purine Bases ◽  
User Friendly

C–H alkylations of purine nucleosides were achieved by means of user-friendly nickel catalysis with ample substrate scope and high levels of chemo, site and regio control, which among others enabled the direct fluorescent labeling of purines in terms of late stage diversification.

Visible-Light-Driven Reductive Carboarylation of Styrenes with CO2 and Aryl Halides

2019 ◽  
Author(s):  
Hao Wang ◽  
yuzhen gao ◽  
Chunlin Zhou ◽  
Gang Li
Keyword(s):  
Visible Light ◽  
Alkyl Halides ◽  
Aryl Halides ◽  
Addition Reactions ◽  
Aryl Chlorides ◽  
Aryl Iodides ◽  
Visible Light Driven ◽  
User Friendly

The first example of visible-light-driven reductive carboarylation of styrenes with CO<sub>2</sub> and aryl halides in a regioselective manner has been achieved. A broad range of aryl iodides and bromides were compatible with this reaction. <a>Moreover, pyridyl halides, alkyl halides and even aryl chlorides were also viable with this method.</a> These findings may stimulate the exploration of novel visible-light-driven Meerwein arylation-addition reactions with user-friendly aryl halides as the radical sources and the photocatalytic utilization of CO<sub>2.</sub>

Electrochemical Nickel Catalysis for Sp2-Sp3 Cross-Electrophile Coupling Reactions of Unactivated Alkyl Halides

2017 ◽  
Vol 19 (14) ◽  
pp. 3755-3758 ◽  
Author(s):  
Robert J. Perkins ◽  
Dylan J. Pedro ◽  
Eric C. Hansen
Keyword(s):  
Alkyl Halides ◽  
Coupling Reactions ◽  
Nickel Catalysis

Migratory Reductive Acylation between Alkyl Halides or Alkenes and Alkyl Carboxylic Acids by Nickel Catalysis

ACS Catalysis ◽  
2019 ◽  
Vol 9 (4) ◽  
pp. 3253-3259 ◽  
Author(s):  
Jun He ◽  
Peihong Song ◽  
Xianfeng Xu ◽  
Shaolin Zhu ◽  
You Wang
Keyword(s):  
Carboxylic Acids ◽  
Alkyl Halides ◽  
Nickel Catalysis ◽  
Reductive Acylation

User-friendly aerobic reductive alkylation of iridium(iii) porphyrin chloride with potassium hydroxide: scope and mechanism

2015 ◽  
Vol 44 (47) ◽  
pp. 20618-20625 ◽  
Author(s):  
Huiping Zuo ◽  
Zhipeng Liu ◽  
Wu Yang ◽  
Zhikuan Zhou ◽  
Kin Shing Chan
Keyword(s):  
Potassium Hydroxide ◽  
Reducing Agent ◽  
Alkyl Halides ◽  
Reductive Alkylation ◽  
Carbonyl Chloride ◽  
User Friendly

Alkylation of iridium 5,10,15,20-tetrakistolylporphyrinato carbonyl chloride, Ir(ttp)Cl(CO) (1), with 1°, 2° alkyl halides was achieved to give (ttp)Ir-alkyls in good yields under air and water compatible conditions by utilizing KOH as the cheap reducing agent.

scholarly journals Modification of Azobenzenes by Cross-Coupling Reactions

Synthesis ◽  
2021 ◽  
Author(s):  
Anne Staubitz ◽  
Melanie Walther ◽  
Waldemar Kipke ◽  
Sven Schultzke ◽  
Souvik Ghosh
Keyword(s):  
Late Stage ◽  
Palladium Catalysis ◽  
Cross Coupling ◽  
Molecular Switches ◽  
Copper Catalysis ◽  
Coupling Reactions ◽  
Nickel Catalysis ◽  
Cross Coupling Reactions ◽  
Recent Developments

AbstractAzobenzenes are among the most extensively used molecular switches for many different applications. The need to tailor them to the required task often requires further functionalization. Cross-coupling reactions are ideally suited for late-stage modifications. This review provides an overview of recent developments in the modification of azobenzene and its derivatives by cross-coupling reactions.1 Introduction2 Azobenzenes as Formally Electrophilic Components2.1 Palladium Catalysis2.2 Nickel Catalysis2.3 Copper Catalysis2.4 Cobalt Catalysis3 Azobenzenes as Formally Nucleophilic Components3.1 Palladium Catalysis3.2 Copper Catalysis3.3 C–H Activation Reactions4 Azobenzenes as Ligands in Catalysts5 Diazocines5.1 Synthesis5.2 Cross-Coupling Reactions6 Conclusion

scholarly journals Tandem Photoredox Catalysis: Enabling Carbonylative Amidation of Aryl and Alkylhalides

2020 ◽  
Author(s):  
José Augusto Forni ◽  
NENAD MICIC ◽  
Timothy Connell ◽  
GEETHIKA WERAGODA ◽  
Anastasios Polyzos
Keyword(s):  
Natural Products ◽  
Late Stage ◽  
Aromatic Amines ◽  
Functional Group ◽  
Alkyl Halides ◽  
Catalytic Cycle ◽  
Aryl Bromides ◽  
Alkyl Iodides ◽  
Tertiary Alkyl

<p>We report a new visible light-mediated carbonylative amidation of aryl, heteroaryl and alkyl halides. A tandem catalytic cycle of [Ir(ppy)<sub>2</sub>(dtb-bpy)]<sup>+</sup> generates a potent iridium photoreductant via a second catalytic cycle in the presence of DIPEA which productively engages aryl bromides, iodides and even chlorides as well as primary, secondary and tertiary alkyl iodides. The versatility of the in-situ generated catalyst is illustrated by compatibility with aliphatic and aromatic amines, high functional group tolerance and the late-stage amidation of complex natural products. </p>

Visible-Light-Driven Reductive Carboarylation of Styrenes with CO2 and Aryl Halides

2019 ◽  
Author(s):  
Hao Wang ◽  
yuzhen gao ◽  
Chunlin Zhou ◽  
Gang Li
Keyword(s):  
Visible Light ◽  
Alkyl Halides ◽  
Aryl Halides ◽  
Addition Reactions ◽  
Aryl Chlorides ◽  
Aryl Iodides ◽  
Visible Light Driven ◽  
User Friendly

The first example of visible-light-driven reductive carboarylation of styrenes with CO<sub>2</sub> and aryl halides in a regioselective manner has been achieved. A broad range of aryl iodides and bromides were compatible with this reaction. <a>Moreover, pyridyl halides, alkyl halides and even aryl chlorides were also viable with this method.</a> These findings may stimulate the exploration of novel visible-light-driven Meerwein arylation-addition reactions with user-friendly aryl halides as the radical sources and the photocatalytic utilization of CO<sub>2.</sub>

scholarly journals Tandem Photoredox Catalysis: Enabling Carbonylative Amidation of Aryl and Alkylhalides

2020 ◽  
Author(s):  
José Augusto Forni ◽  
NENAD MICIC ◽  
Timothy Connell ◽  
GEETHIKA WERAGODA ◽  
Anastasios Polyzos
Keyword(s):  
Natural Products ◽  
Late Stage ◽  
Aromatic Amines ◽  
Functional Group ◽  
Alkyl Halides ◽  
Catalytic Cycle ◽  
Aryl Bromides ◽  
Alkyl Iodides ◽  
Tertiary Alkyl

<p>We report a new visible light-mediated carbonylative amidation of aryl, heteroaryl and alkyl halides. A tandem catalytic cycle of [Ir(ppy)<sub>2</sub>(dtb-bpy)]<sup>+</sup> generates a potent iridium photoreductant via a second catalytic cycle in the presence of DIPEA which productively engages aryl bromides, iodides and even chlorides as well as primary, secondary and tertiary alkyl iodides. The versatility of the in-situ generated catalyst is illustrated by compatibility with aliphatic and aromatic amines, high functional group tolerance and the late-stage amidation of complex natural products. </p>

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