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Synlett 2018; 29(05): 658-662
DOI: 10.1055/s-0036-1591519
letter
© Georg Thieme Verlag Stuttgart · New York

Ruthenium(II)-Catalyzed C–H Alkynylation of Heterocycles under Chelation Assistance

Yanping Liu
a   College of Chemical Engineering and Food Technology, Zhengzhou Institute of Technology, Zhengzhou, Henan 450000, P. R. of China   Email: 20053002@zhzhu.edu.cn
,
Feng Chang
a   College of Chemical Engineering and Food Technology, Zhengzhou Institute of Technology, Zhengzhou, Henan 450000, P. R. of China   Email: 20053002@zhzhu.edu.cn
,
Qiaojuan Jiang
a   College of Chemical Engineering and Food Technology, Zhengzhou Institute of Technology, Zhengzhou, Henan 450000, P. R. of China   Email: 20053002@zhzhu.edu.cn
,
Zhiwei Ma
b   Department of Fundamental Courses, Henan University of Animal Husbandry and Economy, Zhengzhou, Henan 450000, P. R. of China
,
Congjun Liu*
a   College of Chemical Engineering and Food Technology, Zhengzhou Institute of Technology, Zhengzhou, Henan 450000, P. R. of China   Email: 20053002@zhzhu.edu.cn
› Author AffiliationsThis work was supported by Zhengzhou Institute of Technology.
Further Information

Publication History

Received: 18 October 2017

Accepted after revision: 29 October 2017

Publication Date:
11 December 2017 (online)

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Abstract

An efficient ruthenium(II)-catalyzed, chelation-assisted C–H alkynylation of heterocycles is described using hypervalent iodine–alkyne as an alkynylating reagent. This reaction proceeds smoothly under mild conditions with high regioselectivity and good functional group tolerance, delivering the desired alkynylated indoles, thiophene, furan, and pyrrole in high yields.

Key words

ruthenium - alkynylation - hypervalent iodine–alkyne - ­chelation - heterocycles.

Supporting Information

    Supporting information for this article is available online at https://doi.org/10.1055/s-0036-1591519.
  • Supporting Information
 

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