Regioselective reaction of fluorinated aryllithium reagents and carbon disulfide in cyclopentyl methyl ether: Efficient synthesis of dithioesters and liquid crystal compounds having a difluoromethyleneoxy moiety
作者:Haruki Maebayashi、Keisuke Araki、Tsugumichi Fuchigami、Yasuyuki Gotoh、Munenori Inoue
DOI:10.1016/j.jfluchem.2020.109510
日期:2020.6
Regioselective reaction (carbophilic over thiophilic attack) of several (o-fluorophenyl)lithium reagents with carbon disulfide was achieved to furnish dithioesters in good yields after alkylation, which are useful precursors of liquid crystal compounds having a difluoromethyleneoxy (-CF2O-) group. Running the reaction in the presence of a copper(I) salt catalyst and cyclopentyl methyl ether as a solvent
在烷基化后,几种(邻氟苯基)锂试剂与二硫化碳进行了区域选择性反应(嗜碳性,而不是亲硫性),以高收率提供了二硫酯,二硫酯是具有二氟亚甲氧基(-CF 2 O-)基团的液晶化合物的有用前体。在铜(I)盐催化剂和环戊基甲基醚作为溶剂的存在下进行反应是最佳的。