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|Title:||Facile Synthesis of beta-Tribromomethyl and Dibromomethylenated Nitroalkanes via Conjugate Addition of Bromoform to Nitroalkenes|
|Publisher:||AMER CHEMICAL SOC|
|Citation:||JOURNAL OF ORGANIC CHEMISTRY, 74(6), 2601-2604|
|Abstract:||Addition of bromoform to conjugated nitroalkenes in the presence of Mg provided beta-tribromomethyl 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 beta-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.|
|Appears in Collections:||Article|
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