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Synthesis of selenoether and thioether functionalized bicyclo[1.1.1]pentanes
Tetrahedron ( IF 2.1 ) Pub Date : 2020-10-20 , DOI: 10.1016/j.tet.2020.131692
Zhen Wu , Yaohui Xu , Xinxin Wu , Chen Zhu

Bicyclo[1.1.1]pentane is widely recognized as the bioisostere for aryl, tert-butyl, and internal alkynes. Herein we report an efficient and practical method for the preparation of selenoether and thioether functionalized bicyclo[1.1.1]pentanes from selenosulfonates/thiosulfonates and propellane. A variety of valuable bicyclo[1.1.1]pentanes bearing both selenoether/thioether and sulfone are obtained under mild conditions with good yields. The protocol features broad functional group compatibility, excellent atom-economy, simple operation, and gram-scale preparation.



中文翻译:

硒醚和硫醚官能化的双环[1.1.1]戊烷的合成

双环[1.1.1]戊烷被广泛认为是芳基,叔丁基和内部炔烃的生物等排体。本文中,我们报告了一种有效而实用的方法,用于从硒代磺酸盐/硫代磺酸盐和丙炔烃中制备硒醚和硫醚官能化的双环[1.1.1]戊烷。在温和条件下以良好的收率获得了多种同时具有硒醚/硫醚和砜的有价值的双环[1.1.1]戊烷。该协议具有广泛的官能团兼容性,出色的原子经济性,操作简单和克级制备的特点。

更新日期:2020-11-21
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