Synthesis of 4,7'-Bibenzo[b]thiophenes Bearing Several Different Substituents at 2-,2'-,4'-, and 7-Positions; Structurally Featured Molecular Scaffolds for Selective Substitution
Synthesis of 4,7'-Bibenzo[b]thiophenes Bearing Several Different Substituents at 2-,2'-,4'-, and 7-Positions; Structurally Featured Molecular Scaffolds for Selective Substitution
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在2-、2-、4-和7-位上带有多个不同取代基的4,7-联苯并[b]噻吩的合成；
DOI：
10.1055/s-0040-1719839
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发表时间：
2021
期刊：
影响因子：
2
通讯作者：
and Kozo Toyota
中科院分区：
文献类型：
--
作者：
Shinichi Mikami;Akihiro Matsuo;Eunsang Kwon;and Kozo Toyota
以2种多卤代苯并[b]噻吩类化合物为原料，以苯甲酸钾为碱，通过碘选择性Miyaura硼化反应合成了4，7‘-联苯并噻吩类含2种不同卤素(溴、氯)和三异丙基硅基取代基的4，7’-联苯并噻吩类支架。进一步研究了4，7‘-联苯并噻吩类化合物在取代反应、Suzuki-Miyaura交叉偶联反应和C-H直接芳基化反应中的反应活性，发现四取代的4，7’-联苯并噻吩类化合物可以在化学位置上选择性地合成，这是一种很有前途的新型分子结构成分。
Four isomers of 4,7′-bibenzothiophene scaffolds bearing two different halogen (Br, Cl) and triisopropylsilyl substituents have been synthesized from the two multihalobenzo[b]thiophenes via iodoselective Miyaura borylation reaction using potassium benzoate as a base. Further investigation into the reactivity of 4,7′-bibenzothiophenes in substitution reaction, Suzuki–Miyaura cross-coupling reaction, and C–H direct arylation reaction revealed that tetrasubstituted 4,7′-bibenzothiophenes can be synthesized site- (chemo-) selectively, which are promising novel components for molecular architecture.