97652-62-5Relevant academic research and scientific papers
Expanding Blaise-Type Reactions towards Indium-Mediated Transformations of α-Bromo-β-keto Esters with Nitriles
Li, Luomo,Babaoglu, Emre,Harms, Klaus,Hilt, Gerhard
supporting information, p. 4543 - 4547 (2017/08/30)
The aim of this work is the identification of mild reaction conditions for the Blaise-type transformation of brominated β-keto esters with nitriles to generate enamino-substituted keto esters. The best results were obtained when a combination of indium metal (0.7 equiv.) with indium trichloride (1.6 equiv.) were applied at 60 °C for 20 to 72 hours, and these conditions could be applied to a broad range of nitriles and a significant number of different β-keto esters. The transformation of aliphatic nitriles proved to be difficult and gave only moderate yields. However, aromatic nitriles gave good yields in many cases. The applicability range of β-keto esters is acceptable while some electron-deficient aryl-substituents on the keto ester were challenging substrates. Nevertheless, we were able to expand the scope of the Blaise-type reaction towards brominated β-keto esters significantly.
Indium-Mediated Blaise-Type Reaction of Bromomalonates with Nitriles and Isocyanates
Babaoglu, Emre,Harms, Klaus,Hilt, Gerhard
supporting information, p. 1820 - 1823 (2016/07/16)
The indium-mediated Blaise-type reaction of bromomalonates with nitriles and isocyanates is described. The choice of the solvent is crucial for the successful reaction; the dependency on dichloromethane proved to be nonplussed. The reaction with nitriles
PhICl2-mediated conversion of enamines into α, N -dichloroimines and their reverse conversion mediated by zinc in methanol
Tang, Linlin,Zhang-Negrerie, Daisy,Du, Yunfei,Zhao, Kang
supporting information, p. 1621 - 1629 (2014/06/23)
Treatment of enamine compounds with iodobenzene dichloride (PhICl 2) conveniently gives a variety of α,N-dichloroimines in high yields. This approach allows the double insertion of the chloro moiety, which is postulated to take place via the io
Synthesis of β-enaminodicarbonyl derivatives in the titanium(iv) chloride-promoted reactions of β-dicarbonyl compounds with nitriles
Pei, Shuchen,Xue, Chenchen,Hai, Li,Wu, Yong
, p. 38055 - 38058 (2014/11/07)
Titanium(iv) chloride selectively promoted the nucleophilic attack of ethyl acetoacetate with nitriles to give enaminoketoesters, which were valuable intermediates for the syntheses of 2,3,4-substituted heterocyclics. Moreover a plausible mechanism for this transformation was given. the Partner Organisations 2014.
PREPARATION OF α,β-DEHYDRO-β-AMINO ACID DERIVATIVES BY TIN-PROMOTED ADDITION OF MALONATES TO SIMPLE NITRILES.
Scavo, Frank,Helquist, Paul
, p. 2603 - 2606 (2007/10/02)
Simple alyphatic and aromatic nitriles undergo reaction with malonate esters in the presence of tin(lV) chloride to give derivatives of a α,β-dehydro-β-amino acids.The same products are obtained through use of bromomalonateesters.
Pyrazoloquinolines
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, (2008/06/13)
2-Aryl-pyrazolo[4-3-c]quinolin-3-ones, e.g. those of the formula STR1 and pharmaceutically acceptable acyl derivatives or salts thereof, are psychoactive agents useful in the treatment of anxiety or depression.
