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
2005
Abstract
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)]
Details
Title
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
Author(s)
Fayol, Aude ; Housseman, Christopher ; Sun, Xiaowen ; Janvier, Pierre ; Bienayme, Hugues ; Zhu, Jieping
Published in
Synthesis
Issue
1
Pages
161-165
Date
2005
ISSN
0039-7881
Note
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)
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)
Laboratories
LSPN
Record Appears in
Scientific production and competences > SB - School of Basic Sciences > ISIC - Institute of Chemical Sciences and Engineering > LSPN - Laboratory of synthesis and natural products
Peer-reviewed publications
Work outside EPFL
Journal Articles
Published
Peer-reviewed publications
Work outside EPFL
Journal Articles
Published
Record creation date
2010-11-25