Denmark Scott E, Amishiro Nobuyoshi
Department of Chemistry, Roger Adams Laboratory, University of Illinois, Urbana, Illinois 61801, USA.
J Org Chem. 2003 Sep 5;68(18):6997-7003. doi: 10.1021/jo034763r.
The addition of aryltrialkoxysilanes to alpha,beta-unsaturated carbonyl compounds (ketones, aldehydes) and nitroalkenes in the presence of SbCl(3), TBAF, AcOH, and a catalytic amount of Pd(OAc)(2), in CH(3)CN at 60 degrees C, provides the corresponding conjugate addition products in moderate to good yields. The addition of equimolar amounts of SbCl(3) and TBAF is necessary for this reaction to proceed smoothly. The arylpalladium complex, which is generated by the transmetalation from a putative hypercoordinate silicon compound, is considered to be the catalytically active species.
在60℃的乙腈中，在三氯化锑（SbCl₃）、四丁基氟化铵（TBAF）、乙酸（AcOH）和催化量的醋酸钯（Pd(OAc)₂）存在下，将芳基三烷氧基硅烷添加到α,β-不饱和羰基化合物（酮、醛）和硝基烯烃中，可得到中等至良好产率的相应共轭加成产物。等摩尔量的三氯化锑和四丁基氟化铵的添加对于该反应顺利进行是必要的。由假定的高配位硅化合物经金属转移生成的芳基钯络合物被认为是催化活性物种。
