scholarly journals Visible-Light-Induced Oxidative Cleavage of C-C Triple Bond via Hydroamination: Direct Synthesis of Oxamates from Amines and Activated Alkynes

2019 ◽  
Author(s):  
Sharada Duddu. S ◽  
Sagar Arepally ◽  
Arumugavel Murugan ◽  
Narenderreddy Katta ◽  
Mamata Ojha

<p>The direct oxidative cleavage of activated alkynes <i>via</i> hydroamination has been described using organic photocatalyst under visible-light irradiation at room temperature. In this reaction, the single electron oxidation of an insitu formed enamines undergo radical coupling with oxidant which finally delivers the oxamates. The key features of this photocatalytic reaction are the mild reaction conditions, metal-free organic dye as photocatalyst, TBHP plays dual role as “O” source and for the regeneration of photocatalyst. <br></p>

2019 ◽  
Author(s):  
Sharada Duddu. S ◽  
Sagar Arepally ◽  
Arumugavel Murugan ◽  
Narenderreddy Katta ◽  
Mamata Ojha

<p>The direct oxidative cleavage of activated alkynes <i>via</i> hydroamination has been described using organic photocatalyst under visible-light irradiation at room temperature. In this reaction, the single electron oxidation of an insitu formed enamines undergo radical coupling with oxidant which finally delivers the oxamates. The key features of this photocatalytic reaction are the mild reaction conditions, metal-free organic dye as photocatalyst, TBHP plays dual role as “O” source and for the regeneration of photocatalyst. <br></p>


2018 ◽  
Author(s):  
Sharada Duddu. S ◽  
Sagar Arepally ◽  
Arumugavel Murugan ◽  
Mamata Ojha

<p>The direct oxidative cleavage of activated alkynes <i>via</i> hydroamination has been described using organic photocatalyst under visible-light irradiation at room temperature. In this reaction, the single electron oxidation of an insitu formed enamines undergo radical coupling with oxidant which finally delivers the oxamates. The key features of this photocatalytic reaction are the mild reaction conditions, metal-free organic dye as photocatalyst, TBHP plays dual role as “O” source and for the regeneration of photocatalyst. <br></p>


2018 ◽  
Author(s):  
Sharada Duddu. S ◽  
Sagar Arepally ◽  
Arumugavel Murugan ◽  
Mamata Ojha

<p>An organic dye photoredox-catalyzed oxidative C-C triple bond cleavage <i>via</i> hydroamination leading to oxamates at room temperature has been described. The key features of this transformation are the mild conditions, metal-free organic dye as photocatalyst, broad amines scope, and a tandem hydroamination-oxidative C-C triple bond cleavage. </p>


RSC Advances ◽  
2020 ◽  
Vol 10 (21) ◽  
pp. 12599-12603 ◽  
Author(s):  
Narenderreddy Katta ◽  
Mamata Ojha ◽  
Arumugavel Murugan ◽  
Sagar Arepally ◽  
Duddu S. Sharada

The direct oxidative cleavage of activated alkynes via hydroamination has been described using organic photocatalyst under visible-light irradiation at room temperature.


2021 ◽  
Author(s):  
Wenjing Li ◽  
Shun Li ◽  
Lihua Luo ◽  
Yichen Ge ◽  
Jiaqi Xu ◽  
...  

The catalyst-free oxidative cleavage of (Z)-triaryl-substituted alkenes bearing pyridyl motif with ambient air under irradiation of blue LED at room temperature has been developed. The reaction was facile and scalable,...


Synthesis ◽  
2018 ◽  
Vol 51 (02) ◽  
pp. 522-529 ◽  
Author(s):  
Deqing Shi ◽  
Lingna Wang ◽  
Tiancong Ma ◽  
Mingming Qiao ◽  
Qiangxian Wu ◽  
...  

A visible-light photoredox-catalyzed oxidation/[3+2] cycloaddition/oxidative aromatization cascade reaction of [(3,4-dihydroisoquinolin-2(1H)-yl)methyl]phosphonates and activated olefins or alkynes for the efficient synthesis of potentially biological active pyrrolo[2,1-a]isoquinoline-substituted phosphonates was developed. This transformation features mild reaction conditions (i.e., visible light irradiation, room temperature), molecular oxygen (O2) as a green oxidant, simple ‘one-pot’ operation.


2019 ◽  
Vol 6 (13) ◽  
pp. 2245-2249 ◽  
Author(s):  
Guibing Wu ◽  
Jingwen Wang ◽  
Chengyu Liu ◽  
Maolin Sun ◽  
Lei Zhang ◽  
...  

A metal-free photoredox catalyzed decarboxylative radical coupling of free-carboxylic acids and glyoxylic oximes was developed to synthesize α,β-diamino acids.


2015 ◽  
Vol 69 (3) ◽  
Author(s):  
Hamed Rouhi-Saadabad ◽  
Batool Akhlaghinia

AbstractAn efficient mixed reagent for direct synthesis of symmetrical carboxylic anhydrides from carboxylic acids has been prepared. Carboxylic acids are converted to anhydrides using triphenylphosphine/ trichloroisocyanuric acid under mild reaction conditions at room temperature. Short reaction time, excellent yields of products, low cost, availability of reagents, simple experimental procedure, and easy work-up of the products are the main advantages of the presented method.


2020 ◽  
Vol 7 (24) ◽  
pp. 4043-4049
Author(s):  
Shulei Pan ◽  
Min Jiang ◽  
Guofu Zhong ◽  
Linlong Dai ◽  
Yu Zhou ◽  
...  

A visible-light-induced and photoredox-catalyzed three-component selectivity controllable synthesis of vicinal diamines and imidazoles from readily available starting materials under mild reaction conditions has been realized.


2020 ◽  
Vol 22 (2) ◽  
pp. 336-341 ◽  
Author(s):  
Shulei Pan ◽  
Min Jiang ◽  
Jinjin Hu ◽  
Ruigang Xu ◽  
Xiaofei Zeng ◽  
...  

A general and efficient visible-light photoredox-catalyzed decarboxylative radical coupling reaction of N-aryl amino acids with aldehydes or ketones for the synthesis of 1,2-amino alcohols in water at room temperature is described.


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