An unprecedented 1,2-azide migration has been developed through gem-difluorination of the easily available α-vinyl azides with in situ-generated PhIF2⋅HF. This approach provides a platform for the downstream synthesis of β-difluorinated alkyl azides in high yields with broad substrate scope and excellent functional group tolerance. The DFT calculations suggest 1,2-azide migration occur via a three-membered azacyclic transition state.

Synthesis of β-Difluoroalkyl Azides via Elusive 1,2-Azide Migration

Zanoni G.;
2020

Abstract

An unprecedented 1,2-azide migration has been developed through gem-difluorination of the easily available α-vinyl azides with in situ-generated PhIF2⋅HF. This approach provides a platform for the downstream synthesis of β-difluorinated alkyl azides in high yields with broad substrate scope and excellent functional group tolerance. The DFT calculations suggest 1,2-azide migration occur via a three-membered azacyclic transition state.
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/11571/1447223
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