39773-12-1Relevant academic research and scientific papers
Anionic Bisoxazoline Ligands Enable Copper-Catalyzed Asymmetric Radical Azidation of Acrylamides
Wu, Lianqian,Zhang, Zhihan,Wu, Dunqi,Wang, Fei,Chen, Pinhong,Lin, Zhenyang,Liu, Guosheng
supporting information, p. 6997 - 7001 (2021/02/26)
Asymmetric radical azidation for the synthesis of chiral alkylazides remains a tremendous challenge in organic synthesis. We report here an unprecedented highly enantioselective radical azidation of acrylamides catalyzed by 1 mol % of a copper catalyst. The substrates were converted to the corresponding alkylazides in high yield with good-to-excellent enantioselectivity. Notably, employing an anionic cyano-bisoxazoline (CN-Box) ligand is crucial to generate a monomeric CuII azide species, rather than a dimeric CuII azide intermediate, for this highly enantioselective radical azidation.
Cytotoxic alpha-bromoacrylic derivatives of low molecular weight.
Beria, Italo,Caldarelli, Marina,Geroni, Cristina,Mongelli, Nicola,Reinach, Benedetta,Vignati, Luisella,Cozzi, Paolo
, p. 1467 - 1471 (2007/10/03)
In vitro and in vivo activities of a small series of alpha-bromoacrylic derivatives of low molecular weight (MW) are described and compared with those of alpha-bromoacrylic derivatives of distamycin-like frames. Low MW compounds, when lacking of a strong basic moiety, are potent cytotoxics, while analogues bearing a strong basic moiety are not. This suggests the existence of an active transport mechanism for distamycin-derived cytotoxics characterized by strong basic amidino or guanidino moieties. Low MW compounds are inactive in vivo, possibly because of the metabolic lability of alpha-bromoacrylic moiety. The same moiety is however present in a series of potent anticancer distamycin-like minor groove binders, for example, PNU-166196 (brostallicin), a fact that underlines the features of the latter.
Nematicidal alkenanilides
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, (2008/06/13)
A method is described for the control of nematodes in agricultural crops which comprises applying to the situs of infestation a nematicidal composition containing as active ingredient a compound of the formula STR1 wherein R1 and R2 are hydrogen, lower alkyl, or halogen, X is hydrogen or halogen, n is 1 or 2, Y is hydrogen, lower alkyl, halogen, trifluoromethyl, lower alkoxy, lower alkylthio, and nitro when n is 1, and halogen when n is 2, with the proviso that at least 1 of R1, R2, and X must be halogen. Preparation of active ingredient compounds is described, and nematicidal utility of compositions is exemplified.
ABSOLUTE CONFIGURATION OF DIASTEREOMERIC DERIVATIVES OF N-SUBSTITUTED AZIRIDINE-2-CARBOXYLIC ACIDS
Eremeev, A. V.,Polyak, F. D.,Vosekalna, I. A.,Chervin, I. I.,Nasibov, Sh. S.,Kostyanovskii, R. G.
, p. 1102 - 1107 (2007/10/02)
Individual diastereomers of a number of anilides of N-substituted aziridine-2-carboxylic acids have been obtained.Conclusions regarding the spatial structure of the compounds indicated have been drawn on the basis of the 1H NMR, 15N NMR, and CD-spectra.
CYCLOADDITION REACTIONS OF KETENES TO SULFUR DIIMIDES
Neidlein, Richard,Lehr, Werner
, p. 1187 - 1194 (2007/10/02)
The reactions of sulfur diimides 1 with substituted ketenes 2, 5 were studied and the structures of the reaction products 3, 4, 6, 7 were cleared up; the syntheses of new sulfur diimides 9 a, 9 b are described.
