33574-07-1Relevant articles and documents
Simple efficient routes for the preparation of pyrazoleamines and pyrazolopyrimidines: Regioselectivity of pyrazoleamines reactions with bidentate reagents
Moustafa, Moustafa Sherief,Al-Mousawi, Saleh Mohammed,Elnagdi, Mohamed Hilmy
, p. 71 - 79 (2016/07/15)
Simple and efficient routes for the preparation of 2-amino-5-phenyl-4, 5-dihydrofuran-3-carbonitrile (12), 2-oxo-5-phenyl-tetrahydrofuran-3-carbonitrile (13) and the 3, 5-diaminopyrazole derivative 2h were developed. The results of the reactivity profiles of 12 and 2h are reported and the previously investigated reaction of pyrazole-3, 5-diamine (2b) with acrylonitrile to yield compound (31), a N-1 acylation product, is currently justified by using X-ray crystallographic analysis. Taken together, the observation of alkenes and alkynes substitution when reacting with 3, 5-diaminopyrazole derivative 2h is explained by the terminal electron withdrawing group. This pattern of substitution is attributed to involvement of sterically unhindered electrophiles primarily at the N-1 position.
Mn(III)-mediated in-cell electrochemical addition of active methylene compounds to olefins: synthetic and mechanistic aspects
Nedelec, Jean-Yves,Lachaise, Isabelle,Nohair, Khaddouj,Paugam, Jean Paul,Hakiki, Marjouba
, p. 843 - 849 (2007/10/02)
The Mn-mediated in-cell electrochemical addition of active methylene compounds is an interesting alternative to usual chemical methods notably with respect to the amount of manganese salt used.The electrochemical approach however requires the reagent to be readily oxidized in order to be associated with an efficient in situ anodic regeneration process.We have used amperometric measurements to show that the rate constants for the Mn(III)-oxidation of active methylene compounds at 60 deg C range between 10-2 and 1.2 L mol-1 s-1.In this study we show that the addition reaction occurs in the coordination sphere of Mn; this requires the active methylene compound and the olefin to be coordinated to the Mn salt.This aspect can be critical in the electrochemical process insofar as the catalytic manganese salt can sometimes be fully coordinated by only one reagent, either the active methylene compound (eg, 2,4-pentanedione) or the olefin (eg, styrene). - Key words: electrochemistry; manganese(III); addition reaction; free radical
Reactions of Styrene Oxide with Some Active Hydrogen Compounds
Hashem, A. I.,Shaban, M. E.
, p. 807 - 808 (2007/10/02)
Styrene oxide reacts with diethyl malonate in the presence of sodium ethoxide to give the intermediate carboxylactones (IIa and IIb).Decarboxylation of the latter produces the corresponding butyrolactones (Ia and Ib).Styrene oxide also reacts with ethyl c