One-pot synthesis of ferrocene-containing 1,3,4-oxadiazole derivatives from N-isocyaniminotriphenylphosphorane (Ph3PNNC), cyclic ketones and ferrocene carboxylic acid

Ashtary, Mona; Ramazani, Ali; Rouhani, Morteza

doi:10.33945/SAMI/ECC.2019.1.11

Document Type : Original Research Article

Authors

¹ UNIVERSITY OF ZANJAN

² University of Zanjan

³ Department of Chemistry, Science and Research Branch, Islamic Azad University, Tehran, Iran

10.33945/SAMI/ECC.2019.1.11

Abstract

Reactions of N-isocyaniminotriphenylphosphorane with a cyclic ketone in the presence of ferrocene carboxylic acid proceeded smoothly at room temperature and in neutral conditions to afford ferrocene-containing 1,3,4-oxadiazole derivatives in high yields. The reaction proceeded smoothly and cleanly under mild conditions and no side reactions were observed. The structures of the products were deduced from their IR, 1HNMR, and 13CNMR spectra. The method offers a mild, simple, and efficient route for the preparation oreaction of N-isocyaniminotriphenylphosphorane with cyclic ketones in the presence of ferrocene carboxylic acid proceeded smoothly at room temperature and in neutral conditions to afford ferrocene-containing 1,3,4-oxadiazole derivatives in high yields. The reaction proceeded smoothly and cleanly under mild conditions and no side reactions were observed. The structures of the products were deduced from their IR, 1HNMR, and 13CNMR spectra. f sterically congested ferrocene-containing 1,3,4-oxadiazole derivatives from cyclic ketones, N-isocyaniminotriphenylphosphorane (Ph3PNNC) and ferrocene carboxylic acid. Its ease of workup, high yields and fairy mild reaction conditions make it a useful addition to modern synthetic methodologies.

Graphical Abstract

Keywords

References

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Eurasian Chemical Communications

One-pot synthesis of ferrocene-containing 1,3,4-oxadiazole derivatives from N-isocyaniminotriphenylphosphorane (Ph3PNNC), cyclic ketones and ferrocene carboxylic acid

References

References

Volume 1, Issue 1
January and February 2019
Pages 79-86

One-pot synthesis of ferrocene-containing 1,3,4-oxadiazole derivatives from N-isocyaniminotriphenylphosphorane (Ph3PNNC), cyclic ketones and ferrocene carboxylic acid

References

References

Volume 1, Issue 1January and February 2019Pages 79-86

Volume 1, Issue 1
January and February 2019
Pages 79-86