Synthesis of alpha -isocyano-alpha -alkyl(aryl)acetamides and their use in the multicomponent synthesis of 5-aminooxazole, pyrrolo[3,4-b]pyridin-5-one and 4,5,6,7-tetrahydrofuro[2,3-c]pyridine
alpha -Isocyano-beta -phenylpropionamide is synthesized from the corresponding amino acid in excellent yield. The unique reactivity of this bifunctional compd. is exploited for the development of novel multicomponent synthesis of 5-aminooxazole, pyrrolo[3,4-b]pyridin-5-one, and 4,5,6,7-tetrahydrofuro[2,3-c]pyridine. [on SciFinder (R)]
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Fayol, A., Housseman, C., Sun, X., Janvier, P., Bienayme, H., & Zhu, J. (2005). Synthesis of alpha -isocyano-alpha -alkyl(aryl)acetamides and their use in the multicomponent synthesis of 5-aminooxazole, pyrrolo[3,4-b]pyridin-5-one and 4,5,6,7-tetrahydrofuro[2,3-c]pyridine. Synthesis: Journal of Synthetic Organic Chemistry, (1), 161–165. https://doi.org/10.1055/s-2004-831225
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2005
1
161
165
CAN 142:261444
28-6
Heterocyclic Compounds (More Than One Hetero Atom)
Institut de Chimie des Substances Naturelles, CNRS,Gif-sur-Yvette,Fr.
Journal
written in English.
63-91-2 (L-Phenylalanine); 78-84-2 (Isobutanal); 100-52-7 (Benzaldehyde); 109-73-9 (Butylamine); 110-91-8 (Morpholine); 111-71-7 (Heptanal); 22440-58-0; 142301-77-7 Role: RCT (Reactant), RACT (Reactant or reagent) (prepn. of alpha -isocyano-beta -phenylpropionamide and its use in the multicomponent synthesis of 5-aminooxazole, pyrrolo[3,4-b]pyridin-5-one, and 4,5,6,7-tetrahydrofuro[2,3-c]pyridine); 4289-95-6P; 85059-48-9P; 120301-87-3P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. of alpha -isocyano-beta -phenylpropionamide and its use in the multicomponent synthesis of 5-aminooxazole, pyrrolo[3,4-b]pyridin-5-one, and 4,5,6,7-tetrahydrofuro[2,3-c]pyridine); 150-30-1P (Phenylalanine); 411222-73-6P; 651022-00-3P; 845791-22-2P; 845791-23-3P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. of alpha -isocyano-beta -phenylpropionamide and its use in the multicomponent synthesis of 5-aminooxazole, pyrrolo[3,4-b]pyridin-5-one, and 4,5,6,7-tetrahydrofuro[2,3-c]pyridine)
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