5558-62-3Relevant academic research and scientific papers
Efficient and Clean Nickel Catalyzed α-Allylation Reaction of Nitriles
Mouhsine, Bouchaib,Karim, Abdallah,Dumont, Clément,Suisse, Isabelle,Sauthier, Mathieu
supporting information, p. 1457 - 1462 (2021/02/16)
A clean method has been developed for the α-allylation of phenyl and alpha alkyl phenyl acetonitrile with allylic alcohols. The reaction is catalyzed by nickel complexes in situ generated from a combination of Ni(cod)2 and the dppf ligand and performed at 80 °C in methanol as reaction solvent.Accordingly to this simple and base-free protocol that only yields water as a side-product, many allylic nitriles were synthetized with good yields. (Figure presented.).
Activation of alcohols with carbon dioxide: Intermolecular allylation of weakly acidic pronucleophiles
Lang, Simon B.,Locascio, Theresa M.,Tunge, Jon A.
supporting information, p. 4308 - 4311 (2014/11/08)
The direct coupling of allyl alcohols with nitroalkanes, nitriles, and aldehydes using catalytic Pd(PPh3)4 has been accomplished via activation of C-OH bonds with CO2. The in situ formation of carbonates from alcohols and CO2 facilitates oxidative addition to Pd to form reactive π-allylpalladium intermediates. In addition, the formation of a strong base activates nucleophiles toward the reaction with the π-allylpalladium electrophile. Overall, this atom economical reaction provides a new C-C bond without the use of an external base and generates water as the only byproduct.
Silylcupration and copper-catalyzed carbomagnesiation of ynamides: Application to aza-Claisen rearrangement
Yasui, Hiroto,Yorimitsu, Hideki,Oshima, Koichiro
experimental part, p. 373 - 379 (2009/04/07)
Treatment of ynamides with silylcopper reagents resulted in silylcupration to afford (E)-ss-silylenamides, after protonolysis, in good yields with high regio- and stereoselectivity. Reaction of ynamides having an allyl group on the nitrogen with Grignard reagents in the presence of a copper catalyst resulted in carbomagnesiation across the alkynyl unit and subsequent heating provided 4-pentenenitriles via aza-Claisen rearrangement.
Transformations of N-Allyl-N-(phenylethynyl)arenesulfonamides into 2,2-disubstituted 4-pentenenitriles through aza-Claisen rearrangement that follows carbomagnesiation
Yasui, Hiroto,Yorimitsu, Hideki,Oshima, Koichiro
, p. 32 - 33 (2007/10/03)
Treatment of N-allyl-N-(phenylethynyl)arenesulfonamides with Grignard reagents under copper catalysis resulted in carbomagnesiation across the alkynyl pans. The carbomagnesiations yielded 2-magnesio-3-aza-1,5-hexadienes, which underwent the aza-Claisen re
CYCLIC AMINE MODULATIONS OF CHEMOKINE RECEPTOR ACTIVITY
-
, (2008/06/13)
The present invention is directed to cyclic amines of the formula I: STR1 (wherein R 1, R 2, R 3, m and n are defined herein) which are useful as modulators of chemokine receptor activity. In particular, these compounds are useful as modulators of the chemokine receptors CCR-1, CCR-2, CCR-2A, CCR-2B, CCR-3, CCR-4, CCR-5, CXCR-3, and/or CXCR-4.
THE REDUCTIVE LITHIATION OF THIOACETALS, α,α-BIS(TRIMETHYLSILYL)-ALKYL SULFIDES, AND 2-ALKYL-2-ETHYLTHIOALKANENITRILES USING TRIBUTYLSTANNYLLITHIUM
Takeda, Takeshi,Ando, Kazuo,Mamada, Akira,Fujiwara, Tooru
, p. 1149 - 1152 (2007/10/02)
The reaction of thioacetals of phenyl ketones, α,α-bis(trimethylsilyl)alkyl sulfides, and 2-alkyl-2-ethylthioalkanenitriles with tributhylstannyllithium gave the corresponding α-anions of sulfides, α,α-bis(trimethylsilyl)alkane, and nitriles, respectively.
