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

doi:10.6023/cjoc201711001

Chin. J. Org. Chem. ›› 2018, Vol. 38 ›› Issue (1): 112-117.DOI: 10.6023/cjoc201711001 Previous Articles Next Articles

Special Issue: 庆祝吴养洁院士九十华诞专辑

Articles

银催化9-联烯嘌呤与氟代双(苯磺酰基)甲烷的单氟甲基化反应

郭真, 谢明胜, 韩瑞杰, 渠桂荣, 郭海明

河南师范大学化学化工学院新乡 453007

收稿日期:2017-11-01 修回日期:2017-11-19 发布日期:2017-11-21
通讯作者: 渠桂荣, 郭海明 E-mail:quguir@sina.com;ghm@htu.edu.cn
基金资助:
国家自然科学基金（Nos.U1604283，21402041）、河南省科技创新杰出人才（No.164200510008）、中国博士后科学基金（No.2016M592293）、河南省高校创新团队（No.15IRTSTHN003）和高等学校学科创新引智计划（111计划，No.D17007）资助项目.

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

Guo Zhen, Xie Mingsheng, Han Ruijie, Qu Guirong, Guo Haiming

School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang 453007

Received:2017-11-01 Revised:2017-11-19 Published:2017-11-21
Contact: 10.6023/cjoc201711001 E-mail:quguir@sina.com;ghm@htu.edu.cn
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).

1. Ag-Catalyzed Monofluoromethylation of Purin-9-yl Allenes with Fluorobis(phenylsulfonyl)methane.PDF(3157KB)

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.

Key words: monofluoromethylation, purin-9-yl allene, fluorobis(phenylsulfonyl)methane

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]. Chin. J. Org. Chem., 2018, 38(1): 112-117.

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银催化9-联烯嘌呤与氟代双(苯磺酰基)甲烷的单氟甲基化反应

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

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