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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
Journal of Fluorine Chemistry ( IF 1.9 ) Pub Date : 2020-03-10 , DOI: 10.1016/j.jfluchem.2020.109510
Haruki Maebayashi , Keisuke Araki , Tsugumichi Fuchigami , Yasuyuki Gotoh , Munenori Inoue

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 is optimal.



中文翻译:

氟化芳基锂试剂和二硫化碳在环戊基甲醚中的区域选择性反应:二硫酸酯和具有二氟亚甲氧基部分的液晶化合物的高效合成

在烷基化后,几种(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。

更新日期:2020-04-21
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