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Water as the reaction medium for multicomponent reactions based on boronic acids

Tutkimustuotosvertaisarvioitu

Yksityiskohdat

AlkuperäiskieliEnglanti
Sivut2736-2745
Sivumäärä10
JulkaisuTetrahedron
Vuosikerta66
Numero14
DOI - pysyväislinkit
TilaJulkaistu - 3 huhtikuuta 2010
Julkaistu ulkoisestiKyllä
OKM-julkaisutyyppiA1 Alkuperäisartikkeli

Tiivistelmä

Water is a suitable medium for the Petasis-borono-Mannich multicomponent reaction Salicylaldehyde, glyoxalic acid, glycoaldehyde and glyoxal were reacted with several boronic acids and different amines affording alkylaminophenols, 2H-chromenes, alpha-amino acids, alpha-amino alcohols and 2-hydroxylmorpholines in good to high yields An efficient new one-pot method for the assembly of boron-heterocycles based on amino-acids, boronic acids and salicylaldehyde using water as the reaction media is presented The mechanisms of these reactions were studied by means of OFF calculations, and the effect of solvent on the calculated energy barriers was addressed, for different aldehydes (C) 2010 Elsevier Ltd All rights reserved

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