CF<sub>3</sub>SO<sub>2</sub>Na-Mediated Five-Component Carbonylation of Triarylboroxines with TMSCF<sub>3</sub> and THF/LiOH/NaI to Give Aroyloxyalkyl Iodides
efficient and transition-metal-free multicomponent coupling reaction for the synthesis of aroyloxyl alkyliodides. In the reaction among 2,4,6-triarylboroxines, THF, TMSCF3, LiOH, and NaI, five-component reactions could be precisely controlled by modulating CF3SO2Na, supplying one type of aroyloxyl alkyliodides in moderate to high yields. The reaction exhibits good functional group tolerance and a wide substrate
在此,我们开发了一种高效且不含过渡金属的多组分偶联反应,用于合成芳酰氧基烷基碘。在2,4,6-三芳基环硼氧烷、THF、TMSCF 3 、LiOH和NaI的反应中,通过调节CF 3 SO 2 Na可以精确控制五组分反应,提供一种中高产率的芳酰氧基烷基碘. 该反应表现出良好的官能团耐受性和广泛的底物范围,可以很容易地转化为其他有用的化合物。该机制是在控制实验的基础上提出的
Palladium(II)-Catalyzed Enantioselective Synthesis of α-(Trifluoromethyl)arylmethylamines
作者:Thomas Johnson、Mark Lautens
DOI:10.1021/ol401862g
日期:2013.8.16
[GRAPHICS]Trifluoromethylacetaldimines, generated in situ from the corresponding N,O-acetals, undergo 1,2-addition of arylboroxines under palladium(II) catalysis to generate a variety of alpha-(trifluoromethyl)arylmethylamines with good to high enantioselectivity (up to 97% ee). The pyridine-oxazolidine (PyOX) class of ligands was found to be particularly suitable for this transformation, which proceeds without exclusion of ambient air and moisture.