- Non-reductive decyanation reactions of disubstituted malononitrile derivatives promoted by NaHMDS
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A new method for achieving the decyanation of disubstituted malononitrile derivatives without using reducing agents has been developed. Treatment of a six-membered malononitrile derivative with NaHMDS followed by methanol afforded the corresponding acetonitrile derivative in high yield. The present method was applicable to the decyanation reactions of a variety of malononitriles including four- and five-membered compounds as well as acyclic ones.
- Domon, Daisuke,Iwakura, Masaru,Tanino, Keiji
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p. 1957 - 1960
(2017/04/27)
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- Cyano Phosphate: An Efficient Intermediate for the Chemoselective Conversion of Carbonyl Compounds to Nitriles
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Cyanohydrin diethyl phosphates, readily obtained from various ketones and aldehydes by reaction with diethyl phosphorocyanidate and lithium cyanide, reacted chemoselectively with samarium(II) iodide in THF to give the corresponding nitriles in excellent yields.This method was also found applicable to α,β-unsaturated carbonyl compounds via cyano phosphates to give β,γ-unsaturated nitriles, not obtainable by standard methods, without isomerization of the double bonds.
- Yoneda, Ryuji,Harusawa, Shinya,Kurihara, Takushi
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p. 1827 - 1832
(2007/10/02)
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- CYANOPHOSPHATE: AN EFFICIENT INTERMEDIATE FOR CONVERSION OF CARBONYL COMPOUNDS TO NITRILES
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A novel and high yield conversion of saturated or unsaturated carbonyl compounds to nitriles via cyanophosphates by samarium diiodide in the presence of tert-butanol is described.
- Yoneda, Ryuji,Harusawa, Shinya,Kurihara, Takushi
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p. 3681 - 3684
(2007/10/02)
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- LEWIS ACID CATALYZED SUBSTITUTION OF ALLYLIC NITRO COMPOUNDS WITH CYANOTRIMETHYLSILANE
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The nitro group in allylic nitro compounds is replaced by cyano group on treatment with cyanotrimethylsilane in the presence of Lewis acid.
- Miyake, Hideyoshi,Yamamura, Kimiaki
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p. 3025 - 3028
(2007/10/02)
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- 2,6-Piperidinediones, I: Synthesis of the Racemates and Enantiomers of 3,3-Disubstituted 2,6-Piperidinediones
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The synthesis of the racemates and the enantiomers of the 3,3-disubstituted 2,6-piperidinediones 3a-3g is performed in three ways, depending on the C-3 substituents.The 3-cyclohexylpiperidinedione 3h is obtained as racemic and optically active compound by
- Knabe, Joachim,Reischig, Dirk
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p. 353 - 362
(2007/10/02)
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