Electrophilic amination of aromatics with sodium azide in BF3–H2O

Electrophilic amination of aromatics with sodium azide in BF3–H2O

[Display omitted] Boron trifluoride monohydrate is an excellent Brønsted acid catalyst system for a wide range of reactions. It is a non-oxidizing acid catalyst prepared easily by bubbling BF3 into water. We have found boron trifluoride monohydrate/sodium azide combination to be an efficient reagent...

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Bibliographic Details
Published in:Tetrahedron letters Vol. 57; no. 3; pp. 288 - 291
Main Authors: Prakash, G.K. Surya, Gurung, Laxman, Marinez, Eric R., Mathew, Thomas, Olah, George A.
Format: Journal Article
Language:English
Published: Elsevier Ltd 20-01-2016
Subjects:
Aminodiazonium ion
Aromatic amination
Boron trifluoride monohydrate
Superelectrophilic activation
Boron trifluoride monohydrate
Superelectrophilic activation
Aromatic amination
Aminodiazonium ion
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Summary:[Display omitted] Boron trifluoride monohydrate is an excellent Brønsted acid catalyst system for a wide range of reactions. It is a non-oxidizing acid catalyst prepared easily by bubbling BF3 into water. We have found boron trifluoride monohydrate/sodium azide combination to be an efficient reagent system for aromatic electrophilic amination. The present method avoids the use of expensive superacids such as trifluoromethanesulfonic acid and provides a facile access to aromatic amines directly from aromatics.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2015.11.104