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Bi(iii)-catalyzed aminooxygenation of propargyl amidines to synthesize 2-fluoroalkyl imidazole-5-carbaldehydes and their decarbonylations

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Abstract

The first example of main group metal Bi(III)-catalyzed aminooxygenation of fluorinated propargyl amidines was developed to produce 2-fluoroalkyl imidazole-5-carbaldehydes in moderate to excellent yields, in which phenol played a critical role and could be recovered and recycled. In the presence of KOt-Bu, an unconventional decarbonylation occurred on the 2-fluoroalkyl imidazole-5-carbaldehydes.

Graphical abstract: Bi(iii)-catalyzed aminooxygenation of propargyl amidines to synthesize 2-fluoroalkyl imidazole-5-carbaldehydes and their decarbonylations

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Article information


Submitted
23 Mar 2020
Accepted
22 Apr 2020
First published
25 Apr 2020

Chem. Commun., 2020, Advance Article
Article type
Communication

Bi(III)-catalyzed aminooxygenation of propargyl amidines to synthesize 2-fluoroalkyl imidazole-5-carbaldehydes and their decarbonylations

S. Li, Y. Li, B. Feng, J. Liang, G. You, X. Liu and L. Xian, Chem. Commun., 2020, Advance Article , DOI: 10.1039/D0CC02143A

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