69113-58-2Relevant articles and documents
Reversed electron apportionment in mesolytic cleavage: The reduction of benzyl halides by SmI2
Yitzhaki, Offir,Hoz, Shmaryahu
, p. 9242 - 9248 (2015/06/16)
The paradigm that the cleavage of the radical anion of benzyl halides occurs in such a way that the negative charge ends up on the departing halide leaving behind a benzyl radical is well rooted in chemistry. By studying the kinetics of the reaction of substituted benzylbromides and chlorides with SmI2 in THF it was found that substrates para-substituted with electron-withdrawing groups (CN and CO2Me), which are capable of forming hydrogen bonds with a proton donor and coordinating to samarium cation, react in a reversed electron apportionment mode. Namely, the halide departs as a radical. This conclusion is based on the found convex Hammett plots, element effects, proton donor effects, and the effect of tosylate (OTs) as a leaving group. The latter does not tend to tolerate radical character on the oxygen atom. In the presence of a proton donor, the tolyl derivatives were the sole product, whereas in its absence, the coupling dimer was obtained by a SN2 reaction of the benzyl anion on the neutral substrate. The data also suggest that for the para-CN and CO2Me derivatives in the presence of a proton donor, the first electron transfer is coupled with the proton transfer. Reverse breakup: In the mesolytic cleavage of the radical anions of benzyl halides that are para-substituted by CN or CO2Me groups, the halogen departs, counterintuitively, as a radical and the benzyl system carries the negative charge (see figure).
NOVEL ANTIVIRAL PYRROLOPYRIDINE DERIVATIVES AND METHOD FOR PREPARING THE SAME
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Paragraph 0439; 0440; 0441, (2014/09/16)
The present invention relates to a pyrrolopyridine derivative represented by the Chemical Formula I, and a racemate or a stereoisomer thereof, or a pharmaceutically acceptable salt thereof, and relates to an antiviral composition including the same as an active ingredient. The compound of the Chemical Formula I has excellent antiviral activity and selectivity for wild type and resistant HIV-1, and thereby is useful as a therapeutic agent for acquired immune deficiency syndrome (AIDS).
A direct transformation of Aryl Aldehydes to Benzyl Iodides Via reductive iodination
Ruso, Jayaraman Sembian,Rajendiran, Nagappan,Kumaran, Rajendran Senthil
, p. 39 - 43 (2014/03/21)
A facile transformation of aryl aldehydes to benzyl iodides through one-pot reductive iodination is reported. This protocol displays remarkable functional group tolerance and the title compound was obtained in good to excellent yield.
