Sahu, Bichismita ; Gururaja, Guddeangadi N. ; Mobin, Shaikh M. ; Namboothiri, Irishi N. N. (2009) Facile Synthesis of β-Tribromomethyl and Dibromomethylenated Nitroalkanes via Conjugate Addition of Bromoform to Nitroalkenes Journal of Organic Chemistry, 74 (6). pp. 2601-2604. ISSN 0022-3263
Full text not available from this repository.
Official URL: http://doi.org/10.1021/jo802274q
Related URL: http://dx.doi.org/10.1021/jo802274q
Abstract
Addition of bromoform to conjugated nitroalkenes in the presence of Mg provided β-tribromomefhyl nitroalkanes in good to excellent yields and diastereoselectivity. These novel Michael adducts, formed under radical conditions, underwent elimination of HBr in the same pot under reflux to afford β-dibromomethylenated nitroalkanes in good yield. Alternatively, a one-pot high yielding synthesis of the dibromides was possible under anionic conditions via LDA mediated addition of bromoform to nitroalkenes.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to American Chemical Society. |
| ID Code: | 121578 |
| Deposited On: | 19 Jul 2021 10:27 |
| Last Modified: | 19 Jul 2021 10:27 |
Repository Staff Only: item control page
