Synlett 2014; 25(16): 2293-2296
DOI: 10.1055/s-0034-1378977
cluster
© Georg Thieme Verlag Stuttgart · New York

Lewis Acid Catalyzed Intramolecular Ring-Opening of Triazole-Substituted Methylenecyclopropanes: An Approach to 4H-[1,2,3]Triazolopyrazines and 4H-[1,2,3]Triazolo[1,4]diazepines

Run Sun
a  Key Laboratory for Advanced Materials and Institute of Fine Chemicals, School of Chemistry & Molecular Engineering, East China University of Science and Technology, 130 Mei-Long Road, Shanghai 200237, P. R. of China
,
Di-Han Zhang
b  State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032, P. R. of China   Fax: +86(21)64166128   Email: mshi@mail.sioc.ac.cn
,
Min Shi*
a  Key Laboratory for Advanced Materials and Institute of Fine Chemicals, School of Chemistry & Molecular Engineering, East China University of Science and Technology, 130 Mei-Long Road, Shanghai 200237, P. R. of China
b  State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032, P. R. of China   Fax: +86(21)64166128   Email: mshi@mail.sioc.ac.cn
› Author Affiliations
Further Information

Publication History

Received: 27 May 2014

Accepted after revision: 28 July 2014

Publication Date:
08 September 2014 (online)


Abstract

A series of novel methylenecyclopropane-triazoles have been successfully prepared. Their intramolecular nucelophilic cyclizations have been explored in the presence of Yb(NTf2)3 catalyst, giving the corresponding triazole containing six- and seven-membered heterocycles in good yields upon heating in toluene.

Supporting Information

 
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