Chemoselective Reductive Coupling of Nitroarenes with Magnesium in Methanol via Single Electron Transfer.
JM Khurana, A Ray
Index: Khurana, Jitender M.; Ray, Abhijit Bulletin of the Chemical Society of Japan, 1996 , vol. 69, # 2 p. 407 - 410
Full Text: HTML
Citation Number: 13
Abstract
A chemoselective reductive coupling of nitroarenes using magnesium in methanol has been reported at ambient temperature. While the cyano, formyl, methoxycarbonyl, methyl, methoxy, phenyl, amino, and chloro groups are unaffected, iodo and bromo groups undergo dehalogenation but in a slower reaction than the coupling of nitro group. The coupling is believed to be proceeding via SET from Mg to nitroarenes.
Related Articles:
[Liu, Xiang; Ye, Sen; Li, Hai-Qian; Liu, Yong-Mei; Cao, Yong; Fan, Kang-Nian Catalysis Science and Technology, 2013 , vol. 3, # 12 p. 3200 - 3206]
[Barman, Dhiren C.; Saikia, Pramod; Prajapati, Dipak; Sandhu, Jagir S. Synthetic Communications, 2002 , vol. 32, # 22 p. 3407 - 3412]
[Barba, Fructuoso; Batanero, Belen; Tissaoui, Khalil; Raouafi, Noureddine; Boujlel, Khaled Electrochemistry Communications, 2010 , vol. 12, # 7 p. 973 - 976]
[Thorwirth, Rico; Bernhardt, Franziska; Stolle, Achim; Ondruschka, Bernd; Asghari, Jila Chemistry - A European Journal, 2010 , vol. 16, # 44 p. 13236 - 13242]
[Ohe, Kouichi; Uemura, Sakae; Sugita, Nobuyuki; Masuda, Hideki; Taga, Toru Journal of Organic Chemistry, 1989 , vol. 54, # 17 p. 4169 - 4174]