120173-16-2Relevant articles and documents
ZrOCl2·8H2O on montmorillonite K10 accelerated conjugate addition of amines to α,β-unsaturated alkenes under solvent-free conditions
Hashemi, Mohammed M.,Eftekhari-Sis, Bagher,Abdollahifar, Amir,Khalili, Behzad
, p. 672 - 677 (2006)
At room temperature, ZrOCl2·8H2O on montmorillonite K10 efficiently catalyzes conjugate addition of amines to a variety of conjugated alkenes such as α,β-unsaturated carbonyl compounds, carboxylic esters, nitriles and amides under solvent-free conditions. The catalyst can be recycled for subsequent reactions without any appreciable loss of efficiency.
Zinc-mediated allylation and alkylation of aminals in the presence of TMSCl and diisopropylamine
Hatano, Bunpei,Nagahashi, Keita,Kijima, Tatsuro
supporting information; scheme or table, p. 9188 - 9191 (2009/04/11)
(Chemical Equation Presented) An alkylation of aminals with organozinc reagents derived from allyl bromide, benzyl bromide, α-bromoacetate, and α-bromonitrile proceeded efficiently in the presence of TMSCl and diisopropylamine. This reaction system was applied to the synthesis of an antispasmodic: butaverine.
High-pressure induced domino-Horner-Wadsworth-Emmons (HWE) -Michael reactions
Has-Becker,Bodmann,Kreuder,Santoni,Rein,Reiser
, p. 1395 - 1398 (2007/10/03)
A new protocol for the alkenylation of carbonyl compounds with phosphonates (Horner-Wadsworth-Emmons reaction) is described. Aldehydes react with phosphonates already at room temperature in the presence of triethylamine without further activation by Lewis-acids if high-pressure (8 kbar) is applied to the system. Based on this protocol a domino process was developed combining the HWE reaction with a Michael reaction, thus allowing the one-pot synthesis of β-amino esters, β-thio esters or β-thio nitriles.
Water promoted Michael addition of secondary amines: To α,β- unsaturated carbonyl compounds under microwave irradiation
Matloubi Moghaddam, Firouz,Mohammadi, Mohsen,Hosseinnia, Azarmidocht
, p. 643 - 650 (2007/10/03)
A rapid Michael addition of secondary amines to α,β-unsaturated carbonyl compounds has been achieved in good to excellent yields in the presence of water under microwave irradiation. In the absence of water and under conventional method the reaction does not proceed or take place in very low yield after a long reaction time.
Direct Aminolysis of Nonactivated and Thermally Unstable Esters at High Pressure
Matsumoto, Kiyoshi,Hashimoto, Shiro,Uchida, Takane,Okamoto, Tadashi,Otani, Shinichi
, p. 1357 - 1364 (2007/10/02)
The preparation of the amides 3 from a wide variety of nonactivated esters 1 and secondary amines 2 has been achieved at 8 kbar and around 45 deg C; scope and limitations are discussed.The method was also successfully applied for the aminolysis of alkyl 2-arylsulfinylacetates 7 that are relatively sensitive to heat. - Key Words: Aminolysis/ High-pressure synthesis
