5470-02-0Relevant articles and documents
Application of alkoxy-λ6-sulfanenitriles as strong alkylating reagents
Hao, Wei,Fujii, Takayoshi,Dong, Tiaoling,Wakai, Youko,Yoshimura, Toshiaki
, p. 193 - 198 (2007/10/03)
Alkoxy-λ6-sulfanenitriles were found to be versatile alkylating reagents toward various nucleophiles bearing at least one proton such as methanol, phenol, thiophenols, carboxylic acids, ptoluenesulfonic acid, hydrochloric acid, and primary and secondary amines. Reactivity of the alkoxy group of the λ6-sulfanenitriles showed an opposite trend to the usual SN2 character, i.e. Me (la), Pr (1b), and Bu (1d) ? i-Pr (1c). In the presence of p-TsOH, alkyl tosylates were predominantly formed instead of the alkylation products of nucleophiles. In addition, even a sterically hindered substrate, neopentyloxy-λ6-sulfanenitrile, was found to undergo an SN2 reaction toward thiophenol without any rearrangement product to give neopentyl phenyl sulfide in good yield.
Unprecedented Pyridine Ring C-C Bond Cleavages by Formic Acid.
Siskin, Michael,Katritzky, Alan R.,Balasubramanian, Marudai,Ferrughelli, David T.,Brons, Glen,Singhal, Gopal H.
, p. 4739 - 4742 (2007/10/02)
Formic acid at 350 deg C converts pyridine and 4-methylpyridine into products deriving from both αβ and βγ C-C bond cleavages of the pyridine ring.
Catalytic Hydroamination of Furfuryl and Tetrahydrofurfuryl Alcohols with Nitriles
Kozintsev, S. I.,Basalaeva, L. I.,Gladkikh, L. V.,Kozlov, N. S.
, p. 19 - 21 (2007/10/02)
Reaction of furfuryl and tetrahydrofurfuryl alcohols with nitriles over copper oxide catalysts under a hydrogen pressure of 15 atm at a temperature of 230 deg C gives N-alkylfurfuryl- (yield 46-50percent) and N-alkyltetrahydrofurfurylamines (49-53percent), and N-alkylpiperidines (28-41percent).A reaction mechanism is proposed.
