A Sustainable Strategy for the Straightforward Preparation of 2H-azirines and Highly Functionalized NH-aziridines from Vinyl Azides Using a Single Solvent Flow-Batch Approach

Submitting author affiliation:
University of Bari, Bari, Italy

Beilstein Arch. 2020, 2020130. https://doi.org/10.3762/bxiv.2020.130.v1

Published 16 Nov 2020

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Abstract

The reported flow-batch approach enables the easy preparation of 2H-azirines and their stereoselective transformation into highly functionalized NH-aziridines, starting from vinyl azides and organolithiums. The protocol has been developed using cyclopentylmethylether (CPME) as an environmentally responsible solvent, resulting into a sustainable, safe and potentially automatable method for the synthesis of interesting strained compounds.

Keywords: 2H-Azirines; Aziridines; Organolithiums; Flow Chemistry; Green Chemistry

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Andresini, M.; Degennaro, L.; Luisi, R. Beilstein Arch. 2020, 2020130. doi:10.3762/bxiv.2020.130.v1

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