Facile Synthesis of β-Tribromomethyl and Dibromomethylenated Nitroalkanes via Conjugate Addition of Bromoform to Nitroalkenes
作者:Bichismita Sahu、Guddeangadi N. Gururaja、Shaikh M. Mobin、Irishi N. N. Namboothiri
DOI:10.1021/jo802274q
日期:2009.3.20
Addition of bromoform to conjugatednitroalkenes in the presence of Mg provided β-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 β-dibromomethylenated nitroalkanes in good yield. Alternatively, a one-pot high yielding synthesis of the dibromides