A novel three-component reaction of N-fluoropyridinium salts: a facile approach to imidazo[1,2- a]pyridines

[Display omitted] The reaction of N-fluoropyridinium triflate with isonitriles in acetonitrile and propionitrile in the presence of NaBH(OAc) 3 led to the formation of the corresponding imidazo[1,2- a]pyridines in 44–73% yields. The proposed reaction mechanism involves the intermediate formation of...

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Bibliographic Details
Published in:Tetrahedron letters 2005-06, Vol.46 (26), p.4487-4490
Main Author: Kiselyov, Alexander S.
Format: Article
Language:English
Subjects:
Carbene
Imidazo[1,2- a]pyridine
Isonitrile
N-Fluoropyridinium
Three-component condensation
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Summary:[Display omitted] The reaction of N-fluoropyridinium triflate with isonitriles in acetonitrile and propionitrile in the presence of NaBH(OAc) 3 led to the formation of the corresponding imidazo[1,2- a]pyridines in 44–73% yields. The proposed reaction mechanism involves the intermediate formation of a highly reactive carbene species and apparent reduction of the pyridinium intermediate with NaBH(OAc) 3 to yield the targeted heterocycles.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2005.04.124