Visible-light initiated copper(i)-catalysed oxidative C–N coupling of anilines with terminal alkynes: one-step synthesis of α-ketoamides

2015 ◽  
Vol 17 (2) ◽  
pp. 1113-1119 ◽  
Author(s):  
Arunachalam Sagadevan ◽  
Ayyakkannu Ragupathi ◽  
Chun-Cheng Lin ◽  
Jih Ru Hwu ◽  
Kuo Chu Hwang

A green photochemical method is reported for synthesis of biologically active α-ketoamides at room temperature using commercially available substrates.

2020 ◽  
Vol 22 (4) ◽  
pp. 1164-1170 ◽  
Author(s):  
V. Kishore Kumar Pampana ◽  
Arunachalam Sagadevan ◽  
Ayyakkannu Ragupathi ◽  
Kuo Chu Hwang

Herein, we describe a copper photoredox catalyzed synthesis of acetamide via regioselective C–N coupling of arylamines with terminal alkynes using molecular oxygen (O2) as an oxidant at room temperature under visible light irradiation (47 examples).


2015 ◽  
Vol 51 (56) ◽  
pp. 11225-11228 ◽  
Author(s):  
Rebecca Shu Hui Khoo ◽  
Agnes Mei Xian Lee ◽  
Pierre Braunstein ◽  
T. S. Andy Hor ◽  
He-Kuan Luo

The synthesis of new star-shaped compounds containing three or six pendant carbonates with terminal alkynes at 1 atm CO2 and room temperature.


2018 ◽  
Vol 20 (21) ◽  
pp. 4859-4864 ◽  
Author(s):  
Vaibhav Pramod Charpe ◽  
Aniket A. Hande ◽  
Arunachalam Sagadevan ◽  
Kuo Chu Hwang

An effective and green approach to oxidative Csp2–Csp coupling of 2-hydrazinylpyridine with terminal alkynes to form 2-(alkyl/arylethynyl) pyridine via N2 elimination through the cleavage of a non-activated C–N bond under low energy visible light at room temperature (42 examples).


2016 ◽  
Vol 18 (16) ◽  
pp. 4526-4530 ◽  
Author(s):  
Arunachalam Sagadevan ◽  
Ping-Chiang Lyu ◽  
Kuo Chu Hwang

An efficient and eco-friendly approach to Csp–Csp cross-coupling of terminal alkynes for the construction of unsymmetrical conjugated diynes via a visible-light-induced CuCl catalysed process at room temperature is described.


ChemInform ◽  
2015 ◽  
Vol 46 (26) ◽  
pp. no-no
Author(s):  
Arunachalam Sagadevan ◽  
Ayyakkannu Ragupathi ◽  
Chun-Cheng Lin ◽  
Jih Ru Hwu ◽  
Kuo Chu Hwang

2016 ◽  
Vol 52 (79) ◽  
pp. 11756-11759 ◽  
Author(s):  
Ayyakkannu Ragupathi ◽  
Arunachalam Sagadevan ◽  
Chun-Cheng Lin ◽  
Jih-Ru Hwu ◽  
Kuo Chu Hwang

An efficient and eco-friendly approach to aerobic oxidative C–N coupling of 2-aminopyridine with terminal alkynes for preparation of biologically important pyridyl-amides via CC triple bond cleavage at room temperature.


2016 ◽  
Vol 6 (21) ◽  
pp. 7688-7692 ◽  
Author(s):  
Arunachalam Sagadevan ◽  
Vaibhav Pramod Charpe ◽  
Kuo Chu Hwang

An eco-friendly approach to the Csp–Csp homocoupling of terminal alkynes (including electron-withdrawing groups) was achieved at room temperature via a copper(i) chloride catalysed process mediated by visible light.


2019 ◽  
Vol 55 (35) ◽  
pp. 5151-5154 ◽  
Author(s):  
Ayyakkannu Ragupathi ◽  
Arunachalam Sagadevan ◽  
Vaibhav Pramod Charpe ◽  
Chun-Cheng Lin ◽  
Jih-Ru Hwu ◽  
...  

An intuitive visible-light-driven copper-catalyzed process can accomplish regioselective functionalized 3-arylcoumarins via oxidative annulation of simple N-tosylhydrazones with terminal alkynes under O2 (1 atm.) at room temperature.


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