93338-72-8Relevant academic research and scientific papers
Synthesis of α-phenylselanyl and α-phenylsulfanyl nitriles from aldehyde N,N-dialkylhydrazones
Ternon, Micha?l,Pannecoucke, Xavier,Outurquin, Francis,Paulmier, Claude
, p. 3275 - 3279 (2007/10/03)
Phenylselenenylation of azaenolates, formed by LDA treatment of dimethylhydrazones 1 (R2=H) and derived from linear aliphatic aldehydes, has led to α-phenylselanyl hydrazones 2. α-Phenylselanyl nitriles 3 were, however, isolated when an excess of base and of PhSeX (X=Cl, Br) were used. Hydrazones 1 bearing an α-alkyl substituent (R2≠H) gave also nitriles 3. SAMP-hydrazones 4 showed the same reactivity and the corresponding nitriles 3 were obtained in a racemic form. The use of PhSCl, in the place of PhSeBr, has led to α-phenylsulfanyl nitriles 6 from hydrazones 1 derived from α-branched aldehydes (R2≠H).
A Convenient Method for the Transformation of Alkenyl Sulfides to 2-(Phenylthio)alkanenitriles, Homoallyl Sulfides, and Thioacetals
Takeda, Takeshi,Kaneko, Yuichiro,Nakagawa, Hitoshi,Fujiwara, Tooru
, p. 1963 - 1966 (2007/10/02)
2-(Phenylthio)alkanenitriles, homoallyl sulfides, and thioacetals were obtained in good yields by the reaction of alkenyl sulfides with the corresponding silyl nucleophiles via thionium ion intermediates.
α-ALKYLTHIO-NITRILES VIA CYANATION OF THIO-ACETALS AND KETALS
Reetz, M. T.,Mueller-Starke, H.
, p. 3301 - 3304 (2007/10/02)
The reaction of thio-acetals or ketals with cyanotrimethylsilane in the presence of SnCl4 affords α-alkylthio-nitriles, which can be converted into a variety of other functional groups.
