3-溴苯并噻吩可用于化学合成和材料科学领域,尤其在有机发光二极管(OLED)中作为空穴传输层材料,能提高器件性能和寿命。此外,它还可用于合成医药产品、精细化学品及构建功能性材料。
化学合成;材料科学;有机发光二极管
路线1:
- 步骤:将卤代杂环(0.66mmol)在无水THF(13.2mL)中脱气,依次加入PdCl₂(dppf)(27.0mg,0.033mmol,5.0mol%)、TMEDA(0.130g,1.12mmol,1.7当量)和NaBH₄(42.4mg,1.12mmol,1.7当量),室温氩气下搅拌适当时间后后处理。
- 条件:With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium tetrahydroborate; N,N,N,N,-tetramethylethylenediamine In tetrahydrofuran at 25℃; Inert atmosphere
- 收率:85%
- 参考文献:[1] Journal of Organic Chemistry, 2012, vol. 77, #21, p.9921-9925;[2] Journal of Molecular Catalysis A: Chemical, 2014, vol. 393, p.191-209;[3] Patent: WO2015/188790, 2015, A1
路线2:
- 步骤:在0℃下,向苯并[b]噻吩(10g,74.5±16mmol)的氯仿(75mL)和乙酸(75mL)溶液中逐步加入NBS(16.6g,93.268mmol)4小时,室温搅拌48小时后,用氯仿稀释,依次用饱和硫代硫酸钠、碳酸钠、盐水洗涤,干燥、蒸发后硅胶柱层析分离。
- 条件:With N-Bromosuccinimide; acetic acid In chloroform at 0 - 20℃; for 52 h
- 收率:100%
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