合成了1,6-甲基[10]环戊烯的某些IVB族衍生物,并记录和分配了它们的13 C核磁共振波谱,以测量这种非苯甲酸酯芳族化合物中含准金属的基团所产生的取代基作用。系统。与相应的萘和一些蒽衍生物进行了比较。已经研究了许多芳基硅烷和-锡烷基的金属丙酸酯化,并在27°C(亲电子芳族取代)下通过CH 3 CO 2 H /二恶烷进行金属甲酸酯化,在1,6-甲氧基的α-(或2-)位[ 10]环戊烯是约。反应活性是萘的α(或1-)位置的35倍,而在CF 3 CO 2 H / CH的丙硅烷基化中在27°C下3 CO 2 H约为。反应性高700倍。
Efficient Catalyst-Free Bi- And Triaroylation of Aromatic Rings in a Single Step
作者:Marcos J. Lo Fiego、Mercedes A. Badajoz、Gustavo F. Silbestri、María T. Lockhart、Alicia B. Chopa
DOI:10.1021/jo801890e
日期:2008.11.21
The exceptional leaving group ability of the trimethylstannyl group in electrophilic aromatic substitutions makes possible the synthesis, in a single step, of bi- and triaroylarenes through the catalyst-free, regioselective reaction of bi- and tristannylarenes with different aroyl halides in o-dichlorobenzene as solvent. Specific di- and triketones are obtained in good to excellent yields (45-83%).