Agrawal, Manoj K. ; Adimurthy, Subbarayappa ; Ganguly, Bishwajit ; Ghosh, Pushpito K. (2009) Comparative study of the vicinal functionalization of olefins with 2:1 bromide/bromate and iodide/iodate reagents Tetrahedron, 65 (14). pp. 2791-2797. ISSN 0040-4020
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Official URL: http://www.sciencedirect.com/science/article/pii/S...
Related URL: http://dx.doi.org/10.1016/j.tet.2009.01.095
Abstract
A comparative evaluation was made on the syntheses of vicinal halohydrins, halo methyl ethers, and halo acetates from olefins using 2:1 Br-/BrO3- and I-/IO3- reagents. In many cases both reagents afforded products selectively in high yields. The highest halogen atom efficiencies attained were 97% and 93% for Br-/BrO3- and I-/IO3-, respectively. Of the two reagents, I-/IO3- was established to be the preferred reagent for vicinal functionalization of linear alkenes and also for halo acetate preparation. However, only Br-/BrO3- was effective for vicinal functionalization of trans-stilbene and chalcones.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Elsevier Science. |
| Keywords: | Bromide/Bromate; Iodide/Iodate; Reagent; Olefins; Functionalization |
| ID Code: | 60267 |
| Deposited On: | 08 Sep 2011 13:28 |
| Last Modified: | 08 Sep 2011 13:28 |
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