Journal
TETRAHEDRON LETTERS
Volume 51, Issue 36, Pages 4717-4719Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2010.07.009
Keywords
Microwave; Cyclic beta-diketones; Solvent-free reaction; Multicomponent reaction; Annulation; Spiro-compounds
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New pyrazolo[3,4-b]pyridine-5-spirocycloalkanedione derivatives were prepared via three-component reaction between 5-(4-R-benzylamino)pyrazoles, cyclic beta-diketones and paraformaldehyde. The use of indandione as beta-diketone resulted in the formation of two products, the pyrazolo[3,4-b]pyridine-5-spiroindanediones and 3-tert-butyl-1-phenylindeno[2,3-e]pyrazolo[3,4-b]pyridine. The structures of the pyrazolo[3,4-b]pyridine-5-spirocycloalkanedione were confirmed by single-crystal X-ray diffraction. This protocol provides a simple one-step synthetic methodology with the advantages of easy work-up, mild reaction conditions and environmentally benign. (C) 2010 Elsevier Ltd. All rights reserved.
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