This work demonstrated an efficient and mild method for preparing various substituted alkenylhalides via direct C–C bond formation of benzyl alcohols and aryl alkynes in CH2Cl2 at 50 °C by using 50 mol % of FeCl3·6H2O or FeBr3. Compared with the systems using excessive boron trihalides and stoichiometric n-BuLi to prepare substituted alkenylhalides, the present procedure would provide an excellent
New and Efficient Iron Halide Mediated Synthesis of Alkenyl Halides through Coupling of Alkynes and Alcohols
作者:Srijit Biswas、Sukhendu Maiti、Umasish Jana
DOI:10.1002/ejoc.200900104
日期:2009.5
simple, and straightforward one-pot reaction of alkynes with various alcohols in the presence of iron salts (FeCl3 and FeBr3) was described to yield the corresponding alkenyl halides with complete regioselectivity and highstereoselectivity. The reaction is high yielding and works under mild conditions. The iron salts act as Lewis acids and a source of halides. The reaction tolerates a wide variety of functional