Synthesis 2016; 48(20): 3597-3602
DOI: 10.1055/s-0035-1562431
paper
© Georg Thieme Verlag Stuttgart · New York

Iron(III) Chloride/l-Proline as an Efficient Catalyst for the Synthesis of 3-Substituted 1,2,4-Oxadiazoles from Amidoximes and Triethyl Orthoformate

Babak Kaboudin*
a  Department of Chemistry, Institute for Advanced Studies in Basic Sciences (IASBS), Zanjan 45137-66731, Iran   Email: kaboudin@iasbs.ac.ir
,
Foad Kazemi
a  Department of Chemistry, Institute for Advanced Studies in Basic Sciences (IASBS), Zanjan 45137-66731, Iran   Email: kaboudin@iasbs.ac.ir
,
Maryam Pirouz
a  Department of Chemistry, Institute for Advanced Studies in Basic Sciences (IASBS), Zanjan 45137-66731, Iran   Email: kaboudin@iasbs.ac.ir
,
Aysan Baharian Khoshkhoo
a  Department of Chemistry, Institute for Advanced Studies in Basic Sciences (IASBS), Zanjan 45137-66731, Iran   Email: kaboudin@iasbs.ac.ir
,
Jun-ya Kato
b  School of Pharmacy, Tokyo University of Pharmacy and Life Sciences, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, Japan
,
Tsutomu Yokomatsu
b  School of Pharmacy, Tokyo University of Pharmacy and Life Sciences, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, Japan
› Author Affiliations
Further Information

Publication History

Received: 10 March 2016

Accepted after revision: 28 April 2016

Publication Date:
15 June 2016 (online)


Abstract

A general, facile, and efficient method is presented for the synthesis of 3-substituted 1,2,4-oxadiazoles from amidoximes and triethyl orthoformate. The procedure employs an iron(III) chloride/l-proline catalytic system and the 3-substituted 1,2,4-oxadiazole products are obtained in moderate to good yields.

Supporting Information

 
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