Preprint Article Version 1 Preserved in Portico This version is not peer-reviewed

Synthesis of 1,5-Functionalized 1,2,3-Triazoles Using Ionic Liquid/Iron(III) Chloride as Efficient and Reusable Homogeneous Catalyst

Version 1 : Received: 31 July 2018 / Approved: 31 July 2018 / Online: 31 July 2018 (11:46:30 CEST)

A peer-reviewed article of this Preprint also exists.

De Nino, A.; Merino, P.; Algieri, V.; Nardi, M.; Di Gioia, M.L.; Russo, B.; Tallarida, M.A.; Maiuolo, L. Synthesis of 1,5-Functionalized 1,2,3-Triazoles Using Ionic Liquid/Iron(III) Chloride as an Efficient and Reusable Homogeneous Catalyst. Catalysts 2018, 8, 364. De Nino, A.; Merino, P.; Algieri, V.; Nardi, M.; Di Gioia, M.L.; Russo, B.; Tallarida, M.A.; Maiuolo, L. Synthesis of 1,5-Functionalized 1,2,3-Triazoles Using Ionic Liquid/Iron(III) Chloride as an Efficient and Reusable Homogeneous Catalyst. Catalysts 2018, 8, 364.

Abstract

An efficient, eco-compatible and very cheap method for the construction of triazoles via eliminative azide–olefin cycloaddition (EAOC) reaction has been developed by a catalytic system IL/FeCl3, offering an highly regioselective approach to structurally diverse 1,5-disubstituted 1,2,3-triazoles in up to 95% yield. This strategy features the reuse of catalytic system through simple operations. Mechanistic studies indicated that an asynchronous concerted dipolar cycloaddition-elimination process might be involved.

Keywords

azides; [3+2] cycloaddition; EAOC reaction; electron-deficient olefins; 1,2,3-triazoles

Subject

Chemistry and Materials Science, Organic Chemistry

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