Thiolate-Initiated Synthesis of Dibenzothiophenes from 2,2′-Bis(methylthio)-1,1′-Biaryl Derivatives through Cleavage of Two Carbon-Sulfur Bonds
Thiolate-Initiated Synthesis of Dibenzothiophenes from 2,2′-Bis(methylthio)-1,1′-Biaryl Derivatives through Cleavage of Two Carbon-Sulfur Bonds
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硫醇引发通过两个碳硫键断裂从 2,2-双(甲硫基)-1,1-联芳基衍生物合成二苯并噻吩
DOI：
10.1055/s-0037-1611974
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发表时间：
2019
期刊：
影响因子：
2
通讯作者：
Tobisu Mamoru
中科院分区：
文献类型：
--
作者：
Masuya Yoshihiro;Kawashima Yuki;Kodama Takuya;Chatani Naoto;Tobisu Mamoru
报道了2，2‘-双(甲硫基)-1，1’-联芳基衍生物中两个碳-硫键断裂的催化反应。该反应不需要过渡金属催化剂，由硫酸盐阴离子促进。值得注意的是，基于DFT计算，产物形成环化步骤被证明是通过协调的亲核芳香取代(CSNAr)机制进行的。
A catalytic reaction involving the cleavage of two carbon–sulfur bonds in 2,2′-bis(methylthio)-1,1′-biaryl derivatives is reported. This reaction does not require a transition-metal catalyst and is promoted by a thiolate anion. Notably, based on DFT calculations, the product-forming cyclization step is shown to proceed through a concerted nucleophilic aromatic substitution (CSNAr) mechanism.