Tetrahedron letters

Practical copper-catalyzed N-arylation of nitrogen heterocycles with aryl halides under ligand and additive free conditions

JWW Chang, X Xu, PWH Chan

Index: Chang, Joyce Wei Wei; Xu, Xiuhui; Chan, Philip Wai Hong Tetrahedron Letters, 2007 , vol. 48, # 2 p. 245 - 248

Full Text: HTML

Citation Number: 68

Abstract

N-arylation of a wide variety of nitrogen heterocycles with aryl iodides catalyzed by copper iodide under mild ligand and additive free conditions (nBu4NBr, PhMe, NaOH, reflux, 22h) was accomplished in good to excellent yields (up to 95%) and substrate conversions (up to 99%).

~85%

~90%

~76%

Reductive One Batch Synthesis of N-Substituted Pyrrolidines ...

[Verardo, Giancarlo; Dolce, Anna; Toniutti, Nicoletta Synthesis, 1999 , # 1 p. 74 - 79]

A microwave-assisted, green procedure for the synthesis of N...

[Wilson, Matthew A.; Filzen, Gary; Welmaker, Gregory S. Tetrahedron Letters, 2009 , vol. 50, # 34 p. 4807 - 4809]

New pyrrole derivatives with potent tubulin polymerization i...

[Chen, Weiqiang; Wang, Jianhui Organometallics, 2013 , vol. 32, # 6 p. 1958 - 1963]

Novel approach for the synthesis of N-substituted pyrroles s...

[Das, Biswanath; Shinde, Digambar Balaji; Kanth, Boddu Shashi; Kumar, Jayprakash Narayan Synthetic Communications, 2012 , vol. 42, # 4 p. 548 - 553]