Novel reductive Friedel-Crafts alkylation of aromatics catalyzed by indium compounds: Chemoselective utilization of carbonyl moieties as alkylating reagents
作者:Takashi Miyai、Yoshiyuki Onishi、Akio Baba
DOI:10.1016/s0040-4020(98)01130-2
日期:1999.1
Reductive Friedel-Crafts alkylation of aromatics with ketones or aldehydes was characteristically catalyzed by indium compounds in preference to general catalysts like AlCl3 and BF3, where hydrosilanes would play an important role both as a hydride donor and as a co-catalyst. Chemoselective utilization of ketone moieties as alkylating reagents took place even in the presence of halogen, ester or ether
铟化合物优先于一般催化剂(如AlCl 3和BF 3),其特征在于铟化合物可催化芳香族化合物与酮或醛的还原Friedel-Crafts烷基化反应,其中氢硅烷既可作为氢化物供体,又可作为助催化剂。甚至在卤素,酯或醚部分的存在下,酮部分作为烷基化试剂的化学选择性利用也发生了,在传统的弗瑞德-克拉夫茨条件下,卤素,酯或醚部分非常容易受到影响。通过一些受控实验对合理的中间体进行了讨论。