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Access to Substituted Cyclobutenes by Tandem [3,3]-Sigmatropic Rearrangement/[2+2] Cycloaddition of Dipropargylphosphonates under Ag/Co Relay Catalysis
Chemical Science ( IF 8.4 ) Pub Date : 2020-10-16 , DOI: 10.1039/d0sc02972f
Qijian Ni 1, 2, 3, 4, 5 , Xiaoxiao Song 1, 2, 3, 4, 5 , Chin Wen Png 6, 7, 8 , Yongliang Zhang 6, 7, 8 , Yu Zhao 7, 8, 9, 10, 11
Affiliation  

We present herein an unconventional tandem [3,3]-sigmatropic rearrangement/[2+2] cycloaddition of simple dipropargylphosphonates to deliver a range of bicyclic polysubstituted cyclobutenes and cyclobutanes under Ag/Co relay catalysis. An interesting switch from allene-allene to allene-alkyne cycloaddition was observed based on the substitution of the substrates, which further diversified the range of compounds accessible from this practical method. Significantly, preliminary biological screening of these new compounds identified promising candidates as suppressor of cellular proliferation.

中文翻译:

在Ag / Co中继催化下,串联[3,3]-向阳重排/ [2 + 2]双炔丙基膦酸酯取代取代的环戊烯

我们在本文中介绍了简单的双炔丙基膦酸酯的非常规串联[3,3]-σ重排/ [2 + 2]环加成反应,以在Ag / Co中继催化下提供一系列双环多取代的环丁烯和环丁烷。基于底物的取代,观察到了从丙二烯-丙二烯到丙二烯-炔烃的环加成的有趣转变,这进一步分散了可从该实用方法获得的化合物的范围。重要的是,对这些新化合物的初步生物学筛选确定了有望成为细胞增殖抑制剂的候选药物。
更新日期:2020-10-17
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