Tetrahedron

Synthèse et réactivité cathodique des nitriles α insaturés—IV: Alkyl (aryl) oxy-2 phényl-3 propène nitriles

M Cariou, G Mabon, G Le Guillanton, J Simonet

Index: Cariou, M.; Mabon, G.; Guillanton, G. Le; Simonet, J. Tetrahedron, 1983 , vol. 39, # 9 p. 1551 - 1558

Full Text: HTML

Citation Number: 8

Abstract

A one-pot synthesis of 2-alkyl (aryl) oxy-3-phenyl-propenonitriles, including silica gel Chromatographic separation E and Z-isomers, is described. The attribution of the configurations is carried out by application of Tobey's rule from the chemical shifts of the vinylic protons. These activated olefins do not undergo cathodic coupling, but electrochemical carbon-oxygen bond cleavage. The relative stability of E and Z forms is ...

Related Articles:

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

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

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

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

DABCO-POCl3, A mild dehydrating agent for the preparation of nitriles from aldoximes

[Heravi, Majid M.; Bakhtiari, Khadijeh; Shoar, Rahim Hekmat; Oskooie, Hossein A. Journal of Chemical Research, 2005 , # 9 p. 590 - 591]

Diethyl chlorophosphate: A new alternative reagent for dehydration of primary amides to nitriles in solvent and solvent-free conditions

[Shahsavari-Fard; Sardarian Journal of the Iranian Chemical Society, 2011 , vol. 8, # 1 p. 204 - 208]

Direct synthesis of α, β-unsaturated nitriles catalyzed by nonionic superbases

[D'Sa, Bosco A.; Kisanga, Philip; Verkade, John G. Journal of Organic Chemistry, 1998 , vol. 63, # 12 p. 3961 - 3967]

More Articles...