Thermal azide–alkene cycloaddition reactions: straightforward multi-gram access to Δ2-1,2,3-triazolines in deep eutectic solvents

Filip Sebest; Luis Casarrubios; Henry S. Rzepa; Andrew J. P. White; Silvia Díez-González

doi:10.1039/C8GC01797B

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Thermal azide–alkene cycloaddition reactions: straightforward multi-gram access to Δ²-1,2,3-triazolines in deep eutectic solvents†

Filip Sebest,

^a Luis Casarrubios,

^ab Henry S. Rzepa,

^a Andrew J. P. White

^a and Silvia Díez-González

*^a

Author affiliations

* Corresponding authors

^a Department of Chemistry, Imperial College London, Exhibition Road, South Kensington, London SW7 2AZ, UK
E-mail: s.diez-gonzalez@imperial.ac.uk

^b Departamento de Química Organica I, Facultad de Ciencias Químicas, Universidad Complutense and Centro de Innovación en Química Avanzada (ORFEO–CINQA), 28040 Madrid, Spain

Abstract

The multi-gram synthesis of a wide range of 1,2,3-triazolines via azide–alkene cycloaddition reactions in a Deep Eutectic Solvent (DES) is reported. The role of DES in this transformation as well as the origin of the full product distribution was studied with an experimental/computational-DFT approach.

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Article information

DOI: https://doi.org/10.1039/C8GC01797B
Article type: Paper
Submitted: 08 Jun 2018
Accepted: 29 Jun 2018
First published: 07 Aug 2018
This article is Open Access

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Green Chem., 2018,20, 4023-4035

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Thermal azide–alkene cycloaddition reactions: straightforward multi-gram access to Δ²-1,2,3-triazolines in deep eutectic solvents

F. Sebest, L. Casarrubios, H. S. Rzepa, A. J. P. White and S. Díez-González, Green Chem., 2018, 20, 4023 DOI: 10.1039/C8GC01797B

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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