An efficient synthesis of furan-3(2 H)-imine scaffold from alkynones

Anas J Rasras; Ihsan A Shehadi; Eyad A Younes; Da'san M M Jaradat; Raed A AlQawasmeh

doi:10.1098/rsos.211145

An efficient synthesis of furan-3(2 H)-imine scaffold from alkynones

R Soc Open Sci. 2021 Nov 24;8(11):211145. doi: 10.1098/rsos.211145. eCollection 2021 Nov.

Authors

Anas J Rasras¹, Ihsan A Shehadi², Eyad A Younes³, Da'san M M Jaradat¹, Raed A AlQawasmeh²

Affiliations

¹ Faculty of Science, Department of Chemistry, Al-Balqa Applied University, PO Box 19117, Al-Salt, Jordan.
² College of Science, Department of Chemistry, University of Sharjah, Pure and Applied Chemistry Research Group, PO Box 27272, Sharjah, United Arab Emirates.
³ Department of Chemistry, Faculty of Science, The Hashemite University, PO Box 330127, Zarqa 13133, Jordan.

Abstract

A novel efficient method to generate spiro furan-3(2H)-imine derivatives is established by the reaction between the α,β-unsaturated ketones and aniline derivatives. The reaction involves 1,4- addition of aniline followed by the subsequent intramolecular cyclization mediated by tertiary alcohol to produce the furan-3(2H)-imine. All the synthesized compounds are characterized using nuclear magnetic resonance and high-resolution mass spectrometry (HRMS).

Keywords: alkynones; authors; efficient; furan-3(2H)-imine; scaffold; synthesis.