Visible-light induced copper(i)-catalysed denitrogenative oxidative coupling of hydrazinylpyridines with terminal alkynes

2018 ◽  
Vol 20 (21) ◽  
pp. 4859-4864 ◽  
Author(s):  
Vaibhav Pramod Charpe ◽  
Aniket A. Hande ◽  
Arunachalam Sagadevan ◽  
Kuo Chu Hwang
Keyword(s):  
Visible Light ◽  
Oxidative Coupling ◽  
Room Temperature ◽  
Low Energy ◽  
Terminal Alkynes ◽  
Green Approach

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).

Visible light-promoted copper catalyzed regioselective acetamidation of terminal alkynes by arylamines

2020 ◽  
Vol 22 (4) ◽  
pp. 1164-1170 ◽  
Author(s):  
V. Kishore Kumar Pampana ◽  
Arunachalam Sagadevan ◽  
Ayyakkannu Ragupathi ◽  
Kuo Chu Hwang
Keyword(s):  
Visible Light ◽  
Molecular Oxygen ◽  
Visible Light Irradiation ◽  
Room Temperature ◽  
Light Irradiation ◽  
Terminal Alkynes

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).

Visible-light-activated copper(i) catalyzed oxidative Csp–Csp cross-coupling reaction: efficient synthesis of unsymmetrical conjugated diynes without ligands and base

2016 ◽  
Vol 18 (16) ◽  
pp. 4526-4530 ◽  
Author(s):  
Arunachalam Sagadevan ◽  
Ping-Chiang Lyu ◽  
Kuo Chu Hwang
Keyword(s):  
Visible Light ◽  
Room Temperature ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Terminal Alkynes ◽  
Efficient Synthesis ◽  
Cross Coupling Reaction ◽  
Conjugated Diynes

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.

Copper(i)-catalysed oxidative C–N coupling of 2-aminopyridine with terminal alkynes featuring a CC bond cleavage promoted by visible light

2016 ◽  
Vol 52 (79) ◽  
pp. 11756-11759 ◽  
Author(s):  
Ayyakkannu Ragupathi ◽  
Arunachalam Sagadevan ◽  
Chun-Cheng Lin ◽  
Jih-Ru Hwu ◽  
Kuo Chu Hwang
Keyword(s):  
Visible Light ◽  
Triple Bond ◽  
Room Temperature ◽  
Bond Cleavage ◽  
Terminal Alkynes

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.

Copper(i) chloride catalysed room temperature Csp–Csp homocoupling of terminal alkynes mediated by visible light

2016 ◽  
Vol 6 (21) ◽  
pp. 7688-7692 ◽  
Author(s):  
Arunachalam Sagadevan ◽  
Vaibhav Pramod Charpe ◽  
Kuo Chu Hwang
Keyword(s):  
Visible Light ◽  
Room Temperature ◽  
Terminal Alkynes

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.

scholarly journals Copper catalyzed oxidative coupling reactions for trifluoromethylselenolations – synthesis of R-SeCF3compounds using air stable tetramethylammonium trifluoromethylselenate

2015 ◽  
Vol 51 (21) ◽  
pp. 4394-4397 ◽  
Author(s):  
Quentin Lefebvre ◽  
Roman Pluta ◽  
Magnus Rueping
Keyword(s):  
Oxidative Coupling ◽  
Room Temperature ◽  
Boronic Acids ◽  
Coupling Reactions ◽  
Terminal Alkynes ◽  
Boronic Esters ◽  
Oxidative Coupling Reactions

The aerobic, room-temperature coupling of tetramethylammonium trifluoromethylselenate with readily available boronic acids, boronic esters, and terminal alkynes has been developed.

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
Keyword(s):  
Visible Light ◽  
Room Temperature ◽  
Biologically Active ◽  
Terminal Alkynes ◽  
Photochemical Method ◽  
One Step

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

Visible-light-driven copper-catalyzed aerobic oxidative cascade cyclization of N-tosylhydrazones and terminal alkynes: regioselective synthesis of 3-arylcoumarins

2019 ◽  
Vol 55 (35) ◽  
pp. 5151-5154 ◽  
Author(s):  
Ayyakkannu Ragupathi ◽  
Arunachalam Sagadevan ◽  
Vaibhav Pramod Charpe ◽  
Chun-Cheng Lin ◽  
Jih-Ru Hwu ◽  
...  
Keyword(s):  
Visible Light ◽  
Room Temperature ◽  
Regioselective Synthesis ◽  
Terminal Alkynes ◽  
Cascade Cyclization ◽  
Visible Light Driven

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.

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
Keyword(s):  
Visible Light ◽  
Room Temperature ◽  
Terminal Alkynes ◽  
First Report

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...

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