Kurosawa Miki B, Kato Kenta, Muto Kei, Yamaguchi Junichiro
Department of Applied Chemistry, Waseda University 513 Wasedatsurumakicho Shinjuku Tokyo 162-0041 Japan
Waseda Institute for Advanced Study, Waseda University 513 Wasedatsurumakicho Shinjuku Tokyo 162-0041 Japan.
Chem Sci. 2022 Aug 22;13(36):10743-10751. doi: 10.1039/d2sc03720c. eCollection 2022 Sep 21.
A deoxygenative transformation of diarylketones leading to multiply arylated alkanes was developed. Diarylketones were reacted with diphenylphosphine oxide resulting in a phospha-Brook rearrangement, followed by palladium-catalyzed cross-couplings or a Friedel-Crafts type alkylation to afford the corresponding multiply arylated alkanes. A variety of diarylketones can be converted to multiply arylated alkanes such as diarylmethanes, tetraarylethanes, and triarylmethanes by reduction, dimerization, and arylation in one pot. Furthermore, a one-pot conversion from arylcarboxylic acids to diarylmethanes and tetraarylethanes, and a synthesis of tetraarylmethane and triphenylethane using sequential coupling reactions are also presented.
开发了一种将二芳基酮转化为多芳基化烷烃的脱氧转化方法。二芳基酮与二苯基氧化膦反应，引发磷杂-Brook重排，随后进行钯催化的交叉偶联或傅克型烷基化反应，以得到相应的多芳基化烷烃。通过一锅法中的还原、二聚化和芳基化反应，多种二芳基酮可转化为多芳基化烷烃，如二芳基甲烷、四芳基乙烷和三芳基甲烷。此外，还介绍了从芳基羧酸一锅法转化为二芳基甲烷和四芳基乙烷的方法，以及使用连续偶联反应合成四芳基甲烷和三苯乙烷的方法。
