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|Title: ||Facile Synthesis of beta-Tribromomethyl and Dibromomethylenated Nitroalkanes via Conjugate Addition of Bromoform to Nitroalkenes|
|Authors: ||SAHU, B|
|Keywords: ||electron-poor alkenes|
|Issue Date: ||2009|
|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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