Mild Corey-Fuchs reaction conditions using dimethyl sulfoxide - aqueous KOH solution at room temperature were applied to preparation of 2-(1-adamantylsulfanyl)-1,4-dibromo-3-(ethynyl)benzene. Various substituents were introduced to the terminal alkyne moiety of the (ethynyl)(sulfanyl)benzene, either by substitution reaction or by Sonogashira cross coupling. The alkynes thus obtained were converted to the corresponding 4,7-dibromobenzo[b]thiophene derivatives by the ‘silica gel-assisted cyclization’ method. Reactions of 4,7-dibromobenzo[b]thiophene and 2,4,7-tribromobenzo[b]thiophene were also investigated.

中文翻译：

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4,7-二溴苯并[的合成

在室温下使用二甲基亚砜-KOH水溶液的温和的Corey-Fuchs反应条件被用于制备2-（1-金刚烷硫烷基）-1,4-二溴-3-（乙炔基）苯。各种取代基引入到（乙炔基）（硫烷基）苯的末端炔部分，或者通过取代反应或通过的Sonogashira交叉偶联。通过“硅胶辅助环化”方法将由此获得的炔烃转化为相应的4，7-二溴苯并[ b ]噻吩衍生物。还研究了4,7-二溴苯并[ b ]噻吩和2,4,7-三溴苯并[ b ]噻吩的反应。