Synthesis 2016; 48(02): 223-230
DOI: 10.1055/s-0035-1560374
paper
© Georg Thieme Verlag Stuttgart · New York

Silver-Promoted Oxidative Ring Opening/Alkynylation of Cyclopropanols: Facile Synthesis of 4-Yn-1-ones

Cheng-Yong Wang
State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, P. R. of China   eMail: jhli@hnu.edu.cn   eMail: xieyexiang520@126.com
,
Ren-Jie Song
State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, P. R. of China   eMail: jhli@hnu.edu.cn   eMail: xieyexiang520@126.com
,
Ye-Xiang Xie*
State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, P. R. of China   eMail: jhli@hnu.edu.cn   eMail: xieyexiang520@126.com
,
Jin-Heng Li*
State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, P. R. of China   eMail: jhli@hnu.edu.cn   eMail: xieyexiang520@126.com
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Publikationsverlauf

Received: 19. September 2015

Accepted after revision: 16. Oktober 2015

Publikationsdatum:
17. November 2015 (online)


Abstract

A new silver-promoted oxidative ring opening/alkynylation of cyclopropanols with ethynylbenziodoxolones (EBX) is described. This method enables the formation of alkylated alkynes via a sequence of ring opening and alkynylation. Control experiments support a radical mechanism in this silver-promoted method.

Supporting Information

 
  • Reference


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