Visible Light‐Induced [3+2] Cyclization Reactions of Hydrazones with Hypervalent Iodine Diazo Reagents for the Synthesis of 1‐Amino‐1,2,3‐Triazoles

2021 ◽  
Vol 363 (8) ◽  
pp. 2133-2139
Author(s):  
Jun‐Ying Dong ◽  
He Wang ◽  
Shukuan Mao ◽  
Xin Wang ◽  
Ming‐Dong Zhou ◽  
...  
Author(s):  
Arumugavel Murugan ◽  
Venkata Nagarjuna Babu ◽  
Nagaraj Sabarinathan ◽  
Sharada Duddu. S

Here we report a visible-light-promoted metal-free regioselective C3-H trifluoromehtylation reaction that proceeds via radical mechanism and which supported by control experiments. The combination of photoredox catalysis and hypervalent iodine reagent provides a practical approach for the present trifluoromethylation reaction and synthesis of a library of trifluoromethylated indazoles.


Author(s):  
Quan Zhou ◽  
Fang-Ting Xiong ◽  
Pu Chen ◽  
Biquan Xiong ◽  
Kewen Tang ◽  
...  

A nitrogen-centered radical-mediated strategy is described to synthesize functionalized 3-acylcoumarins. This process is enabled by visible-light-induced acylation/cyclization reactions of alkynoates with various acyl oxime compounds in acetonitrile. The difunctionalization of...


Synthesis ◽  
2019 ◽  
Vol 51 (14) ◽  
pp. 2759-2791 ◽  
Author(s):  
Jian-Quan Liu ◽  
Andrey Shatskiy ◽  
Bryan S. Matsuura ◽  
Markus D. Kärkäs

The selective modification of α-amino acids and peptides constitutes a pivotal arena for accessing new peptide-based materials and therapeutics. In recent years, visible light photoredox catalysis has appeared as a powerful platform for the activation of small molecules via single-electron transfer events, allowing previously inaccessible reaction pathways to be explored. This review outlines the recent advances, mechanistic underpinnings, and opportunities of applying photoredox catalysis to the expansion of the synthetic repertoire for the modification of specific amino acid residues.1 Introduction2 Visible-Light-Mediated Functionalization of α-Amino Acids2.1 Decarboxylative Functionalization Involving Redox-Active Esters2.2 Direct Decarboxylative Coupling Strategies2.3 Hypervalent Iodine Reagents2.4 Dual Photoredox and Transition-Metal Catalysis2.5 Amination and Deamination Strategies3 Photoinduced Peptide Diversification3.1 Gese-Type Bioconjugation Methods3.2 Peptide Macrocyclization through Photoredox Catalysis3.3 Biomolecule Conjugation through Arylation3.4 C–H Functionalization Manifolds4 Conclusions and Outlook


2014 ◽  
Vol 126 (41) ◽  
pp. 11240-11244 ◽  
Author(s):  
Shin A. Moteki ◽  
Asuka Usui ◽  
Sermadurai Selvakumar ◽  
Tiexin Zhang ◽  
Keiji Maruoka

2017 ◽  
Vol 53 (69) ◽  
pp. 9644-9647 ◽  
Author(s):  
Hongyu Wang ◽  
Yanfei Ren ◽  
Kaiye Wang ◽  
Yunquan Man ◽  
Yanan Xiang ◽  
...  

1,2,4-Triazolines and 1,2,4-triazoles can be synthesized under visible light in one step without additional operations, which can be also scaled up to a gram-level.


2016 ◽  
Vol 52 (7) ◽  
pp. 1462-1465 ◽  
Author(s):  
Wangqin Ji ◽  
Hui Tan ◽  
Min Wang ◽  
Pinhua Li ◽  
Lei Wang

A photocatalyst-free hypervalent iodine reagent catalyzed decarboxylative acylarylation of acrylamides with α-oxocarboxylic acids driven by visible-light irradiation has been developed.


ChemInform ◽  
2011 ◽  
Vol 42 (47) ◽  
pp. no-no
Author(s):  
Jun Xuan ◽  
Ying Cheng ◽  
Jing An ◽  
Liang-Qiu Lu ◽  
Xiao-Xiao Zhang ◽  
...  

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