Tetrahedron

Direct transformation of N, N-disubstituted amides and isopropyl esters to nitriles

Y Suzuki, T Yoshino, K Moriyama, H Togo

Index: Suzuki, Yusuke; Yoshino, Takumi; Moriyama, Katsuhiko; Togo, Hideo Tetrahedron, 2011 , vol. 67, # 21 p. 3809 - 3814

Full Text: HTML

Citation Number: 26

Abstract

Abstract Various N, N-dimethyl amides, N-methoxy-N-methyl amides, and isopropyl esters were smoothly transformed into the corresponding nitriles in good to moderate yields by the treatment with diisobutylaluminium hydride, followed by treatment with molecular iodine in aq ammonia. The present reactions are novel one-pot and practical methods for the transformation of N, N-disubstituted amides and isopropyl esters into nitriles, through the ...

Related Articles:

A simple and efficient procedure for the Beckmann rearrangement of oxime using bis-(trichloromethyl) carbonate/DMF

[Su; Zhang; Li Organic Preparations and Procedures International, 2008 , vol. 40, # 6 p. 543 - 550]

One-pot conversion of aromatic bromides and aromatics into aromatic nitriles via aryllithiums and their DMF adduct

[Ushijima, Sousuke; Moriyama, Katsuhiko; Togo, Hideo Tetrahedron, 2011 , vol. 67, # 5 p. 958 - 964]

Practical one-pot transformation of electron-rich aromatics into aromatic nitriles with molecular iodine and aq NH 3 using Vilsmeier–Haack reaction

[Ushijima, Sousuke; Moriyama, Katsuhiko; Togo, Hideo Tetrahedron, 2012 , vol. 68, # 24 p. 4588 - 4595]

Practical one-pot conversion of aryl bromides and β-bromostyrenes into aromatic nitriles and cinnamonitriles

[Ishii, Genki; Harigae, Ryo; Moriyama, Katsuhiko; Togo, Hideo Tetrahedron, 2013 , vol. 69, # 5 p. 1462 - 1469]

Palladium-catalyzed, copper (I)-mediated coupling of boronic acids and benzylthiocyanate. A cyanide-free cyanation of boronic acids

[Zhang, Zhihui; Liebeskind, Lanny S. Organic Letters, 2006 , vol. 8, # 19 p. 4331 - 4333]

More Articles...