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(3+2)-Cycloaddition of bicyclobutanes and thioketones: access to 2-thiabicyclo[2.1.1]hexanes without the use of catalysts or light
Chemical Science ( IF 7.6 ) Pub Date : 2025-04-02 , DOI: 10.1039/d5sc00125k
Daniel B. Werz , Malini George , Daniil A. Knyazev

A novel approach to the synthesis of the 2-thiabicyclo[2.1.1]hexane scaffold has been described. The method utilizes two highly reactive species: bicycle[1.1.0]butanes (BCBs) and thioketones. Their high reactivity enabled the formation of the desired product to occur under ambient conditions, without the need for catalysts, additives or light irradiation. To the best of our knowledge, this is the first rational synthesis of this specific skeleton. A variety of carbonyl-substituted BCBs, either with or without substituent at the other bridgehead, and thioketones were examined.

中文翻译:


双环丁烷和硫酮的 (3+2)-环加成反应:无需使用催化剂或光即可获得 2-噻双环[2.1.1]己烷



已经描述了一种合成 2-噻双环 [2.1.1] 己烷支架的新方法。该方法利用两种高反应性物质:自行车[1.1.0]丁烷 (BCB) 和硫酮。它们的高反应性使所需产物能够在环境条件下形成,而无需催化剂、添加剂或光照射。据我们所知,这是这个特定骨架的第一次合理综合。研究了各种羰基取代的 BCB,在另一个桥头堡有或没有取代基,以及硫酮。
更新日期:2025-04-02
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