A one-pot four component (ABC2) synthesis of macrocycles, e.g. I, is reported. This novel one-pot multicomponent synthesis delivers at least three elements of diversity into the final macrocycles. The overall process leads to the creation of six chem. bonds with the concomitant formation of two oxazole groups as part of a new macrocycle, and thus involves a large increase in mol. complexity. The synthesis is ecol. benign and atom economic since only two mols. of water are lost in this rather complex bond-forming process. [on SciFinder (R)]
Title
A one-pot four-component (ABC2) synthesis of macrocycles
Published in
Angewandte Chemie, International Edition
Volume
42
Issue
7
Pages
811-814
Date
2003
ISSN
1433-7851
Note
CAN 139:36513
28-23
Heterocyclic Compounds (More Than One Hetero Atom)
Institut de Chimie des Substances Naturelles CNRS,Gif-sur-Yvette,Fr.
Journal
written in English.
67-56-1 (Methanol); 108-88-3 (Toluene) Role: NUU (Other use, unclassified), USES (Uses) (one-pot four-component (ABC2) synthesis of macrocycles); 111-71-7 (Heptanal); 122-78-1 (Benzeneacetaldehyde); 1069-29-0; 1477-55-0 (1,3-Benzenedimethanamine); 1889-05-0; 2752-17-2; 541550-78-1; 541550-85-0 Role: RCT (Reactant), RACT (Reactant or reagent) (one-pot four-component (ABC2) synthesis of macrocycles); 541550-77-0P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (one-pot four-component (ABC2) synthesis of macrocycles); 3144-16-9 (Camphorsulfonic acid); 7550-35-8 (Lithium bromide); 7647-15-6 (Sodium bromide); 29671-18-9 (Trimethoxy antimony) Role: RGT (Reagent), RACT (Reactant or reagent) (one-pot four-component (ABC2) synthesis of macrocycles); 541550-79-2P; 541550-80-5P; 541550-81-6P; 541550-82-7P; 541550-83-8P; 541550-84-9P Role: SPN (Synthetic preparation), PREP (Preparation) (one-pot four-component (ABC2) synthesis of macrocycles)
Record creation date
2010-11-25