Journal
TETRAHEDRON
Volume 66, Issue 23, Pages 4043-4048Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2010.04.024
Keywords
Solvent-free reactions; Salicylaldehyde; Malononitrile; Cyanoacetate; Nitroalkanes; 2-Amino-4H-chromenes
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Funding
- Russian Foundation of Basic Research [09-03-00003]
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The new type of solvent-free cascade reaction was found: the direct heating of the mixture of salicylaldehyde, malononitrile or cyanoacetate and nitroalkanes at 60 degrees C in the presence of catalytic amounts of KF or NaOAc results in the formation of 2-amino-4-(1-nitroalkyl)-4H-chromene-3-carbonitriles or methyl 2-amino-4-(1-nitroalkyl)-4H-chromene-3-carboxylates in 30-90% yields. Thus, the new simple and efficient solvent-free 'one-pot' way to substituted medicinally privileged 2-amino-4H-chromene scaffold was found directly from such simple and reasonable starting compounds as salicylaldehyde, malononitrile or cyanoacetate and nitroalkanes. (C) 2010 Elsevier Ltd. All rights reserved.
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