Photoredox Synthesis of Functionalized Quinazolines via Copper-catalyzed Aerobic Oxidative Csp2-H Annulation of Amidines with Terminal alkynes

2021 ◽  
Author(s):  
Vaibhav Pramod Charpe ◽  
Ayyakkannu Ragupathi ◽  
Arunachalam Sagadevan ◽  
Kuo Chu Hwang

We have developed a visible light-induced photo-redox copper-catalyzed oxidative Csp2-H annulation (Friedel–Crafts-type cyclization) of amidines with terminal alkynes at room temperature to synthesize functionalized quinazolines. This is the first report...

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).


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).


Author(s):  
Zongbo Xie ◽  
Jin Lan ◽  
Liyuan Yan ◽  
Xuehua Chen ◽  
Qian Li ◽  
...  

This is the first report on a facile tandem route for synthesizing quinazolinones at room temperature from various aminobenzamides and in situ-generated aldehydes.


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.


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.


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.


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.


Author(s):  
Pan Xie ◽  
Cheng Xue ◽  
Cancan Wang ◽  
Dongdong Du ◽  
Sanshan Shi

A CF3SO2Na/Pd(OAc)2 co-catalyzed strategy is developed to produce aryl ketones via visible-light-induced decarboxylative cross-coupling of α-oxocarboxylic acids and aryl boronic acids. This process was perfomed under air at room temperature,...


2021 ◽  
Author(s):  
Ramany Revathy ◽  
Nandakumar Kalarikkal ◽  
Manoj Raama Varma ◽  
Kuzhichalil Peethambharan Surendran

This is the first report on the occurrence of the exchange spring mechanism and a Griffiths-like phase in Ni–BaTiO3 magnetoelectric composites with 0–3 and 1–3 connectivity.


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