Organic letters

Direct oxidative conversion of methylarenes into aromatic nitriles

D Tsuchiya, Y Kawagoe, K Moriyama, H Togo

Index: Tsuchiya, Daisuke; Kawagoe, Yuhsuke; Moriyama, Katsuhiko; Togo, Hideo Organic Letters, 2013 , vol. 15, # 16 p. 4194 - 4197

Full Text: HTML

Citation Number: 22

Abstract

A variety of methylarenes were successfully converted into the corresponding aromatic nitriles in good to moderate yields by the treatment with NBS or DBDMH in the presence of a catalytic amount of AIBN or BPO, followed by the reaction with molecular iodine in aq NH3 in a one-pot procedure. The present reaction is a useful and practical transition-metal-free method for the preparation of aromatic nitriles from methylarenes.

Related Articles:

A convenient synthesis of 3-acylindoles via Friedel Crafts acylation of 1-(phenylsulfonyl) indole. A new route to pyridocarbazole-5, 11-quinones and ellipticine

[Ketcha, Daniel M.; Gribble, Gordon W. Journal of Organic Chemistry, 1985 , vol. 50, # 26 p. 5451 - 5457]

Palladium-catalyzed cyanation of aryl and heteroaryl iodides with copper (I) cyanide

[Sakamoto, Takao; Ohsawa, Kazutoshi Journal of the Chemical Society - Perkin Transactions 1, 1999 , # 16 p. 2323 - 2326]

A Facile Synthesis of 1-Phenylsulfonyl-3-substituted-2-cyanoindoles, 1-Phenylsulfonyl-2-methyl-3-cyanoindoles, and Bifunctional 1-Phenylsulfonylindoles

[Jaisankar, Pichamuthu; Srinivasan Synthesis, 2006 , # 14 p. 2413 - 2417]

A Facile Synthesis of 1-Phenylsulfonyl-3-substituted-2-cyanoindoles, 1-Phenylsulfonyl-2-methyl-3-cyanoindoles, and Bifunctional 1-Phenylsulfonylindoles

[Jaisankar, Pichamuthu; Srinivasan Synthesis, 2006 , # 14 p. 2413 - 2417]

A convenient synthesis of 3-acylindoles via Friedel Crafts acylation of 1-(phenylsulfonyl) indole. A new route to pyridocarbazole-5, 11-quinones and ellipticine

[Ketcha, Daniel M.; Gribble, Gordon W. Journal of Organic Chemistry, 1985 , vol. 50, # 26 p. 5451 - 5457]

More Articles...