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Diisobutylaluminum Hydride Promoted Selectivity-Switchable Synthesis of Benzothiophene Oxides and Benzothiophenes via an Al–Li-Dimetalated Intermediate
Organic Letters ( IF 5.2 ) Pub Date : 2020-04-02 , DOI: 10.1021/acs.orglett.0c00884
Seiya Uchida 1 , Hidenori Kinoshita 1 , Katsukiyo Miura 1
Affiliation  

We developed an efficient and direct method for synthesis of benzothiophene oxides from 1-bromo-2-[2-(trimethylsilyl)ethynyl]benzenes and thionyl chloride as an easily accessible source of the sulfinyl group. Benzothiophenes were also synthesized selectively by simply increasing the amount of thionyl chloride. These methods achieved efficient syntheses of various benzothiophene oxides and benzothiophenes. The further modification of the benzothiophene oxides obtained was also demonstrated.

中文翻译:

二异丁基铝氢化物通过Al-Li-双金属化中间体促进选择性切换合成苯并噻吩氧化物和苯并噻吩

我们开发了一种有效而直接的方法,可以从1-溴-2- [2-(2-(三甲基甲硅烷基)乙炔基]苯和亚硫酰氯作为亚硫酰基的容易获得的来源来合成苯并噻吩氧化物。通过简单地增加亚硫酰氯的量也可以选择性地合成苯并噻吩。这些方法实现了各种苯并噻吩氧化物和苯并噻吩的有效合成。还证明了获得的苯并噻吩氧化物的进一步改性。
更新日期:2020-04-24
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