Articles

Ag-Catalyzed Monofluoromethylation of Purin-9-yl Allenes with Fluorobis(phenylsulfonyl)methane

  • Guo Zhen ,
  • Xie Mingsheng ,
  • Han Ruijie ,
  • Qu Guirong ,
  • Guo Haiming
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  • School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang 453007

Received date: 2017-11-01

  Revised date: 2017-11-19

  Online published: 2017-11-21

Supported by

Project supported by the National Natural Science Foundation of China (Nos. U1604283, 21402041), the Plan for Scientific Innovation Talent of Henan Province (No. 164200510008), the China Postdoctoral Science Foundation Funded Project (No. 2016M592293), the Program for Innovative Research Team in Science, Technology in University of Henan Province (No. 15IRTSTHN003) and the Program of Introducing Talents of Discipline to Universities (111 Project, No. D17007).

Abstract

The monofluoromethylation of purin-9-yl allenes with fluorobis(phenylsulfonyl)methane has been achieved. With AgF (3 mol%) as the catalyst, the fluorobis(phenylsulfonyl)methylated adducts could be afforded in excellent yields. The monofluoromethylation exhibited high chemoselectivities and E-selectivies. Meanwhile, the monofluoromethylation of purin-9-yl allenes with fluorobis(phenylsulfonyl)methane provided a useful route to construct fluorinated acyclic nucleoside analogues.

Cite this article

Guo Zhen , Xie Mingsheng , Han Ruijie , Qu Guirong , Guo Haiming . Ag-Catalyzed Monofluoromethylation of Purin-9-yl Allenes with Fluorobis(phenylsulfonyl)methane[J]. Chinese Journal of Organic Chemistry, 2018 , 38(1) : 112 -117 . DOI: 10.6023/cjoc201711001

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