Synthesis ( IF 2.2 ) Pub Date : 2018-10-10 , DOI: 10.1055/s-0037-1611017 Kyukwan Zong 1 , Hyokwon Kim
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Abstract
A series of benzo[1,2-b:6,5-b′:3,4-c′′]trithiophenes were synthesized in four steps starting from thiophene. Thiophene was converted into 2,5-dialkylthiophenes upon dilithiation followed by treatment with various alkyl halides. The reaction of 2,5-dialkylthiophenes with Br2 easily afforded the corresponding 2,5-dialkyl-3,4-dibromothiophenes. Their coupling reactions with 3-tributyltinthiophene in the presence of a Pd catalyst and the subsequent oxidative ring-closing reactions led to target compounds in moderate to good yields.
A series of benzo[1,2-b:6,5-b′:3,4-c′′]trithiophenes were synthesized in four steps starting from thiophene. Thiophene was converted into 2,5-dialkylthiophenes upon dilithiation followed by treatment with various alkyl halides. The reaction of 2,5-dialkylthiophenes with Br2 easily afforded the corresponding 2,5-dialkyl-3,4-dibromothiophenes. Their coupling reactions with 3-tributyltinthiophene in the presence of a Pd catalyst and the subsequent oxidative ring-closing reactions led to target compounds in moderate to good yields.
中文翻译：
从噻吩类化合物开始轻松合成苯并[1,2-b：6,5-b'：3,4-c'']三噻吩
摘要
从噻吩开始，分四个步骤合成了一系列苯并[1,2- b：6,5- b '：3,4- c '']三噻吩。二苯甲酸酯化后，噻吩转化为2，5-二烷基噻吩，然后用各种烷基卤化物处理。2，5-二烷基噻吩与Br 2的反应容易得到相应的2，5-二烷基-3，4-二溴噻吩。它们在Pd催化剂存在下与3-三丁基丁基噻吩的偶合反应和随后的氧化性闭环反应导致目标化合物以中等至良好的产率收率。
从噻吩开始，分四个步骤合成了一系列苯并[1,2- b：6,5- b '：3,4- c '']三噻吩。二苯甲酸酯化后，噻吩转化为2，5-二烷基噻吩，然后用各种烷基卤化物处理。2，5-二烷基噻吩与Br 2的反应容易得到相应的2，5-二烷基-3，4-二溴噻吩。它们在Pd催化剂存在下与3-三丁基丁基噻吩的偶合反应和随后的氧化性闭环反应导致目标化合物以中等至良好的产率收率。
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