Organic & biomolecular chemistry

A non-metal catalysed oxidation of primary azides to nitriles at ambient temperature

M Lamani, P Devadig, KR Prabhu

Index: Lamani, Manjunath; Devadig, Pradeep; Prabhu, Kandikere Ramaiah Organic and Biomolecular Chemistry, 2012 , vol. 10, # 14 p. 2753 - 2759

Full Text: HTML

Citation Number: 22

Abstract

A novel non-metal catalyzed oxidation of organic azides to nitriles under solvent-free conditions is presented employing catalytic amounts of KI, and DABCO in aq. TBHP at room temperature. This non-metal catalyzed oxidation of azides provides good selectivity as double and triple bonds were not oxidized under the present reaction conditions.

~90%

~84%

~80%

~85%

~84%

~78%

~82%

~89%

~80%

Chemoselective Schmidt reaction mediated by triflic acid: Se...

[Rokade, Balaji V.; Prabhu, Kandikere Ramaiah Journal of Organic Chemistry, 2012 , vol. 77, # 12 p. 5364 - 5370]

Facile transformation of esters to nitriles

[Suzuki, Yusuke; Moriyama, Katsuhiko; Togo, Hideo Tetrahedron, 2011 , vol. 67, # 41 p. 7956 - 7962]

Direct oxidative conversion of alcohols and amines to nitril...

[Iida, Shinpei; Togo, Hideo Tetrahedron, 2007 , vol. 63, # 34 p. 8274 - 8281]

Direct transformation of N, N-disubstituted amides and isopr...

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

Oxidative fragmentation of oxiranes to nitriles with hyperva...

[Deshmukh, Swapnil S.; Huddar, Sameerana N.; Jadhav, Ravindra R.; Akamanchi, Krishnacharya G. Tetrahedron Letters, 2011 , vol. 52, # 35 p. 4533 - 4536]