Access to a Novel Class of Tetracyclic 1,4-Benzodiazepin-5-ones Starting from α-Amino Acids by Pd-Catalyzed Amination/1,3-Dipolar Cycloaddition as the Key Steps

Autor:	Luca Basolo, Maisaa Khansaa, Gianluigi Broggini, Micol Rigamonti, Elena Borsini, Egle M. Beccalli
Rok vydání:	2010
Předmět:	chemistry.chemical_compound Enantiopure drug Intramolecular reaction chemistry Stereochemistry Intramolecular force Organic Chemistry 1 3-Dipolar cycloaddition Imidazole Physical and Theoretical Chemistry Pyrazole Cycloaddition Amination
Zdroj:	European Journal of Organic Chemistry. 2010:1694-1703
ISSN:	1099-0690 1434-193X
DOI:	10.1002/ejoc.200901290
Popis:	A convenient procedure for the preparation of the novel class of tetracyclic imidazo[2,1-c]pyrazolo[1,5-a][1,4]benzodiazepine-5,8-diones is reported. The protocol uses cheap and easily accessible α-amino acids as chiral-pool starting materials and leads to products in an enantiopure form. An intramolecular palladium-catalyzed amination process to form the imidazole nucleus and an intramolecular 1,3-dipolar cycloaddition reaction to simultaneously achieve the pyrazole and 1,4-diazepine rings are the key steps.
Databáze:	OpenAIRE
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