4.4 Article

New multi-component reaction accessing 3-aminoimidazo[1,2-a]pyridines

Journal

TETRAHEDRON LETTERS
Volume 46, Issue 48, Pages 8355-8357

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2005.09.181

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The novel one step solution phase synthesis of an array of 3-aminoimidazo[1,2-a]pyridines is reported. Reactions Were performed in methanol by mixing a alpha-amino-pyridine, aldehyde and trimethylsilylcyanide (TMSCN) to give the desired product. Mediated by microwave irradiation and catalyzed by scandium triflate the methodology represents the first one pot preparation of 3-aminoimidazo[1,2-a]pyridines that avoids the use of an isonitrile and subsequent de-protection strategy. The reaction is an example of a formal three-centre-three-component multi-component reaction. (c) 2005 Published by Elsevier Ltd.

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