二噻吩并[2,3-b:3′,2′-d]噻吩与二噻吩并[3,2-b:2′,3′-d]噻吩单醛与双醛的合成(英文)

Formylation and Diformylation of Dithieno[2,3-b:3′,2′-d] thiophene and Dithieno[3,2-b:2′,3′-d] thiophene

二噻吩并[2,3-b:3′,2′-d]噻吩单醛与双醛的制备首先通过两种方法产生芳基负离子:1)溴代并三噻吩在四氢呋喃中与正丁基锂发生的溴锂交换;2)用LDA对二噻吩并[2,3-b:3′,2′-d]噻吩去质子化作用.其后经无水DMF猝灭制备出目标化合物.并利用正丁基锂对二噻吩并[3,2-b:2′,3′-d]噻吩进行去质子化,从而制备相应的单醛与双醛产物.通过红外、核磁、质谱、高分辨质谱以及元素分析等手段对目标产物进行了表征.

Formylation and diformylation of dithieno [2,3-b： 3′, 2′-d] thiophene were prepared by two methods. Firstly, aromatic carbanions were prepared by 1） Br/Li exchange of bromo dithieno[2,3-b： 3′, 2′-d] thiophene with n -BuLl in THF at low temperature; 2） deprotonation of dithieno[2,3-b： 3′, 2′-d] thiophene with 1.DA. Secondly, dry DMF is used to quench the reaction mixture and generate the title compounds. Aromatic carbanions prepared by nBuLi for formylation and diformylation of dithieno[3,2-b： 2′, 3′-d] thiophene were also reported in this paper. The titled compounds were confirmed by IR, 1^ H-NMR, 13^C-NMR and HRMS.