Regioselective Formation of Six- and Seven-Membered Ring by Intramolecular Pd-Catalyzed Amination of N-Allyl-anthranilamides

A divergent synthesis of quinazolin-4-ones and 1,4-benzodiazepin-5-ones by Pd(II)-catalyzed intramolecular amination of tosylated N-allyl-anthranilamides is described. Both kinds of products were available in high yields depending on the different reaction conditions.

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Bibliographic Details
Published in:Journal of organic chemistry 2004-08, Vol.69 (17), p.5627-5630
Main Authors: Beccalli, Egle M, Broggini, Gianluigi, Paladino, Giuseppe, Penoni, Andrea, Zoni, Caterina
Format: Article
Language:English
Subjects:
Chemistry
Exact sciences and technology
Heterocyclic compounds
Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings
Organic chemistry
Preparations and properties
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Description
Summary:A divergent synthesis of quinazolin-4-ones and 1,4-benzodiazepin-5-ones by Pd(II)-catalyzed intramolecular amination of tosylated N-allyl-anthranilamides is described. Both kinds of products were available in high yields depending on the different reaction conditions.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo0495135